Publications
2024
TM-free reaction
Diverse Synthesis of (Thio)ethers and (Thio)esters Using Halodiborylmethane as a Transformable C1 Building Block
Chiwon Hwang+, Yunhui Jang+, Yongsuk Jung, Jaeyoon Seo, Kwangmin Shin, and Seung Hwan Cho* (+These authors contributed equally to this work)
Org. Lett. 2024, 26, 7010-7014.
TM-free reaction
Axially Chiral α-Boryl-Homoallenyl Boronic Esters as Versatile Toolbox for Accessing Centrally and Axially Chiral Molecules
Yonghoon Jin, Junseok Lee, Woohyun Jo, Jeongwoo Yu, and Seung Hwan Cho*
Nat. Commun. 2024, accepted.
2023
TM-free reaction
Anion-Mediated, Stereospecific Synthesis of Secondary and Tertiary Cyclopropylboronates from Chiral Epoxides and gem-Diborylalkanes
Gwanggyun Kim+, Minjae Kim,+ Changsu Ryu, Juhyeok Choi, Seung Hwan Cho* (+These authors contributed equally to this work)
Org. Lett. 2023, 25, 4130-4134.
TM-catalyzed reaction
Iridium-Catalyzed Chemo-, Diastereo-, and Enantioselective Allyl–Allyl Coupling: Accessing All Four Stereoisomers of (E)-1-Boryl-Substituted 1,5-Dienes by Chirality Pairing
Yongsuk Jung+, Seok Yeol Yoo+, Yonghoon Jin, Jaehyun Yu, Seungcheol Han, Jeongwoo Yu, Yoonsu Park,* Seung Hwan Cho* (+These authors contributed equally to this work)
Angew. Chem., Int. Ed. 2023, 62, e202218794.
TM-free reaction
Chemo-, Regio-, and Stereoselective Access to (E)-Boryl-Substituted Allyl Fluorides via Electrophilic Fluorodesilylation
Yongsuk Jung, Seung Hwan Cho*
Synlett 2023, 34, 2165-2168.
[Special issue on “Modern Organoboron Chemistry: 60 Years of the Matteson Reaction”]
Highlighted in Organic Chemistry Portal
2022
TM-free reaction
Stereoselective Access to Tetra- and Tri-substituted Fluoro- and Chloro-borylalkenes via Boron-Wittig Reaction
Seungcheol Han, Yeosan Lee, Yujin Jung, Seung Hwan Cho*
Angew. Chem., Int. Ed. 2022, 61, e202210532.
TM-free reaction
Diborylmethyl Group as a Transformable Building Block for the Diversification of Nitrogen-Containing Molecules
Chiwon Hwang+, Yeosan Lee+, Minjae Kim, Younggyu Seo, Seung Hwan Cho* (+These authors contributed equally to this work)
Angew. Chem., Int. Ed. 2022, 61, e202209079.
[Selected as “Very Important Paper (VIP)”]
Others
Combinatorial selective synthesis and excitation experiments for quantitative analysis of the effects of Au on a semiconductor photocatalyst
Yongdeok Ahn, Jiseong Park, Minsoo Park, Siwoo Jin, Woohyun Jo, Jeongho Kim, Seung Hwan Cho, Daeha Seo*
Chem, 2022, 8, 2485-2497.
TM-free reaction
Defluorinative C–C Bond-Forming Reaction of Trifluoromethyl Alkenes with (gem-Diborylalkyl)lithiums
Haeun Kim+, Yujin Jung+, Seung Hwan Cho* (+These authors contributed equally to this work)
Org. Lett. 2022, 24, 2705-2710.
2021
Review paper
Catalytic Chemo- and Enantioselective Transformations of gem-Diborylalkanes and (Diborylmethyl)metallic Species
Yeosan Lee, Seungcheol Han, Seung Hwan Cho*
Acc. Chem. Res. 2021, 54, 3917-3929.
Review paper
Advances in Transition Metal-Free Deborylative Transformations of gem-Diborylalkanes
Woohyun Jo, Jun Hee Lee,* Seung Hwan Cho*
Chem. Commun. 2021, 27, 4346-4353.
[Review: Invited Feature Article]
TM-catalyzed reaction
Copper-Catalyzed Enantiotopic-Group-Selective Allylation of gem-Diborylalkanes
Minjae Kim+, Bohyun Park+, Minkyeong Shin, Suyeon Kim, Junghoon Kim, Mu-Hyun Baik,* Seung Hwan Cho* (+These authors contributed equally to this work)
J. Am. Chem. Soc. 2021, 143, 1069-1077.
Highlighted in Synfacts, 2021, 17, 0292.
TM-free reaction
Kinetic Resolution of α-Silyl-Substituted Allylboronate Esters via Chemo- and Stereoselective Allylboration of Aldehydes
Jinyoung Park, Yongsuk Jung, Jeongho Kim, Eunsung Lee, Sarah Yunmi Lee, Seung Hwan Cho*
Adv. Synth. Cat. 2021, 363, 2371-2376.
[Special issue on “Boron in Catalysis and Organic Synthesis”]
[Selected as “Very Important Publication (VIP)”]
[Selected as “Front Cover“]
TM-catalyzed reaction
Pd‐Catalyzed Negishi Cross‐Coupling of Vinyl Bromides with Diborylmethylzinc Chlorides
Minjae Kim, Jun Hee Lee,* Seung Hwan Cho*
Bull. Kor. Chem. Soc. 2021, 42, 499-501.
[Special issue on “Chemical Synthesis & Reaction Development”]
2020
TM-free reaction
ZnMe2-Mediated, Direct Alkylation of Electron Deficient N-Heteroarenes with 1,1-Diborylalkanes: Scope and Mechanism
Woohyun Jo, Seungyeol Baek, Chiwon Hwang, Joon Heo, Mu-Hyun Baik,* Seung Hwan Cho*
J. Am. Chem. Soc. 2020, 142, 13235-13245.
Others
Cobalt-Catalyzed Defluorosilylation of Aryl Fluorides via Grignard Reagent Formation
Soobin Lim, Hyungdo Cho, Jongheon Jeong, Minjae Jang, Hyunseok Kim, Seung Hwan Cho, Eunsung Lee*
Org. Lett. 2020, 22, 7387-7392
TM-catalyzed reaction
Facile Synthesis of a-Boryl-Substituted Allylboronate Esters Using Stable 1,1-Bis[(pinacolato)boryl]methylzinc Halides
Minkyeong Shin, Minjae Kim, Chiwon Hwang, Hyojae Lee, Hyunchul Kwon, Jinyoung Park, Eunsung Lee, Seung Hwan Cho*
Org. Lett. 2020, 22, 2476-2480.
Others
Highly Mesoporous Metal Organic Frameworks as Synergistic Multimodal Catalytic Platforms for Divergent Cascade Reactions
Soumen Dutta, Nitee Kumari, Sateesh Dubbu, Sun Woo Jang, Amit Kumar, Hiroyoshi Ohtsu, Junghoon Kim, Seung Hwan Cho, Masaki Kawano, In Su Lee*
Angew. Chem., Int. Ed. 2020, 59, 3416-3422.
2019
TM-catalyzed reaction
Copper-Catalyzed Diastereo- and Enantioselective Addition of 1,1-Diborylalkanes to Cyclic Ketimines and α-Imino Esters
Jeongho Kim, Minkyeong Shin, Seung Hwan Cho*
ACS Catal. 2019, 9, 8503-8508.
Highlighted in Synfacts, 2019, 15, 1281.
TM-catalyzed reaction
Palladium-Catalyzed Chemoselective Negishi Cross-Coupling of Bis[(pinacolato)boryl]methyl Zinc Halides with Aryl (Pseudo)Halides
Hyojae Lee, Yeosan Lee, Seung Hwan Cho*
Org. Lett. 2019, 21, 5912-5916.
TM-catalyzed reaction
Chemoselective Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling of (Diborylmethyl)silanes with Alkenyl Bromides
Junghoon Kim, Eunsung Lee, Seung Hwan Cho*
Asian J. Org. Chem. 2019, 8, 1664-1667.
[Special issue on “Researchers in Korea”]
TM-catalyzed reaction
Access to Enantioenriched Benzylic 1,1-Silylboronate Esters by Palladium-Catalyzed Enantiotopic-Group Selective Suzuki-Miyaura Coupling of (Diborylmethyl)silanes with Aryl Iodides
Junghoon Kim, Seung Hwan Cho*
ACS Catal. 2019, 9, 230-235.
TM-catalyzed reaction
Improved Synthesis of β-Aminoboronate Esters via Copper-Catalyzed Diastereo- and Enantioselective Addition of 1,1-Diborylalkanes to Acyclic Arylaldimines
Jeongho Kim,+ Chiwon Hwang,+ Youngmin Kim, Seung Hwan Cho* (+ These authors contribute equally to this work)
Org. Process Res. Dev. 2019, 23, 1663-1668.
[Special issue on “Honoring 25 Years of the Buchwald-Hartwig Amination”]
2018
TM-catalyzed reaction
Generation and Application of (Diborylmethyl)zinc(II) Species: Access to Enantioenriched gem-Diborylalkanes by an Asymmetric Allylic Substitution” Angew. Chem., Int. Ed. 2018, 57, 12930-12934
Yeosan Lee, Jinyoung Park, Seung Hwan Cho*
Angew. Chem., Int. Ed. 2018, 57, 12930-12934.
Highlighted in Synfacts, 2018, 14, 1164.
2017
TM-free reaction
Chemo- and Stereoselective Crotylation of Aldehydes and Cyclic Aldimines with Allylic-gem-diboronate Ester
Jinyoung Park, Seoyoung Choi, Yeosan Lee, Seung Hwan Cho*
Org. Lett. 2017, 19, 4054-4057.
TM-catalyzed reaction
Diastereo- and Enantioselective Synthesis of b-Aminoboronate Esters by Copper(I)-Catalyzed 1,2-Addition of 1,1-Bis[(pinacolato)boryl]alkanes to Imines
Jeongho Kim, Kwangwook Ko, Seung Hwan Cho*
Angew. Chem., Int. Ed. 2017, 56, 11584-11588.
Highlighted in Synfacts, 2017, 13, 959.
TM-free reaction
Base-promoted, Deborylative Secondary Alkylation of N-Heteromatic N-Oxides with Internal gem-Bis[(pinacolato)boryl)]alkanes: A Facile Derivatization of 2,2′-Bipyridyl Analogues
Chiwon Hwang, Woohyun Jo, Seung Hwan Cho*
Chem. Commun. 2017, 53, 7573-7576.
TM-free reaction
Chemoselective Coupling of 1,1-Bis[(pinacolato)boryl]alkanes for the Transition-Metal-Free Borylation of Aryl and Vinyl Halides: A Combined Experimental and Theoretical Investigation
Yeosan Lee,+ Seung-yeol Baek,+ Jinyoung Park, Seoung-Tae Kim, Samat Tussupbayev, Jeongho Kim, Mu-Hyun Baik,* Seung Hwan Cho* (+These authors contributed equally to this work)
J. Am. Chem. Soc. 2017, 139, 976-984.
Others
Concave Silica Nanosphere with a Functionalized Open-Mouthed Cavity as Highly Active and Durable Catalytic Nanoreactor
Jin Goo Kim, Amit Kumar, Seung Jin Lee, Junghoon Kim, Dong-Gyu Lee, Taewan Kwon, Seung Hwan Cho, In Su Lee*
Chem. Mater. 2017, 29, 7785-7793.
Others
Confined Nucleation and Growth of PdO Nanocrystals in a Seed-Free Solution inside Hollow Nanoreactor
Daun Kim, Jung Kyu Choi, Soo Min Kim, Ilha Hwang, Jaehyoung Koo, Seoyoung Choi, Seung Hwan Cho, Kimoon Kim*, In Su Lee*
ACS Appl. Mater. Interfaces, 2017, 9, 29992-30001.
Others
Spontaneous Pt Deposition on Defective Surfaces of In2O3 Nanocrystals Confined within Cavities of Hollow Silica Nanoshells: Pt Catalyst-Modified ITO Electrode with Enhanced ECL Performance
Young Shin Cho, Soo Min Kim, Youngwon Ju, Junghoon Kim, Ki-Wan Jeon, Seung Hwan Cho, Joohoon Kim, In Su Lee*
ACS Appl. Mater. Interfaces, 2017, 9, 20728-20737.
2016
Review paper
Recent Developments in the Direct Methylation of Electron Deficient N-Heteroarenes
Junghoon Kim, Seung Hwan Cho*
Synlett, 2016, 27, 2525-2529.
[Mini Review: Invited Synpact article]
TM-free reaction
Transition-Metal-Free Regioselective Alkylation of Pyridine N-Oxides Using 1,1-Diborylalkanes as Alkylating Reagents
Woohyun Jo+, Junghoon Kim+, Seoyoung Choi, Seung Hwan Cho* (+ These authors contribute equally to this work)
Angew. Chem., Int. Ed. 2016, 55, 9690-9694.
Highlighted in Synfacts 2016, 12, 1016.
TM-catalyzed reaction
Copper-Catalyzed Diastereoselective Addition of Diborylmethane to N–tert-butanesulfinyl Aldimines: Synthesis of b-Aminoboronates
Jinyoung Park, Yeosan Lee, Junghoon Kim, Seung Hwan Cho*
Org. Lett. 2016, 18, 1210-1213.
Highlighted in Synfacts, 2016, 12, 503.
TM-catalyzed reaction
Synthesis of Branched Alkylboronates by Copper-Catalyzed Allylic Substitution Reactions of Allylic Chlorides with 1,1-Diborylalkanes
Junghoon Kim, Sangwoo Park, Jinyoung Park, Seung Hwan Cho*
Angew. Chem., Int. Ed. 2016, 55, 1498-1501.
Others
Iridium-Catalyzed, Hydrosilyl-Directed Borylation of Unactivated Alkyl C-H Bonds
Matthew Larsen, Seung Hwan Cho, John F. Hartwig*
J. Am. Chem. Soc. 2016, 138, 762-765.
Highlighted in Synfacts, 2016, 12, 371.
BEFORE 2016
Others
Iridium-catalyzed Diborylation Directed by a Hydrosilyl Group: Synthesis of 1,1-benzyldiboronate esters
Seung Hwan Cho, John F. Hartwig*
Chem. Sci. 2014, 5, 694-698.
Others
Iridium-catalyzed Borylation of Secondary Benzylic C-H Bonds Directed by Hydrosilane
Seung Hwan Cho, John F. Hartwig*
J. Am. Chem. Soc. 2013, 135, 8157-8160.(Highlighted in Synfacts, 2013, 9, 880.)
Others
Rhodium-Catalyzed Intermolecular Amidation of Arenes with Sulfonyl Azides via Chelation-Assisted C-H bond
Ji Young Kim, Sehume, Park, Jaeyune, Ryu, Seung Hwan Cho, Seok Hwan Kim, Sukbok Chang*
J. Am. Chem. Soc. 2012, 134, 9110-9113.
Others
A Versatile Rh(I) Catalyst System Enabling the Addition of Heteroarenes to both Alkenes and Alkynes via C-H Bond Activation Pathway
Jaeyune, Ryu, Seung Hwan Cho*, Sukbok Chang* (*Co-corresponding authors: Cho & Chang)
Angew. Chem., Int. Ed. 2012, 51, 3677-3681. (“Hot Paper & Selected paper in Cheminform“)
Others
Intramolecular Oxidative Diamination and Aminohydroxylation of Olefins under Metal-Free Conditions
Hyun Jin Kim, Seung Hwan Cho, Sukbok Chang*
Org. Lett. 2012, 14, 1424-1427.
Others
Intermolecular Oxidative C−N Bond Formation under Metal-Free Conditions: Control of Chemoselectivity between Aryl sp2 and Benzylic sp3 C−H Bond Imidation
Hyun Jin Kim, Jiyu Kim, Seung Hwan Cho,* Sukbok Chang* (*Co-corresponding authors: Cho & Chang)
J. Am. Chem. Soc. 2011, 133, 16382-16385.
Others
Recent Advances in the Transition Metal-Catalyzed Twofold Oxidative C–H Bond Activation Strategy for C–C and C–N Bond Formation
Seung Hwan Cho, Ji Young Kim, Jaesung Kwak, Sukbok Chang*
Chem. Soc. Rev. 2011, 40, 5068-5083.
Others
Intramolecular Oxidative C-N Bond Forming Reaction for the Synthesis of Carbazoles: Comparison of Reactivity between the Cu-Catalyzed and Metal-Free Conditions
Seung Hwan Cho, Jungho Yoon, Sukbok Chang*
J. Am. Chem. Soc. 2011, 133, 5996-6005.
Others
Cobalt- and Manganese-Catalyzed Direct Amination of Azoles under Highly Mild Conditions
Ji Young Kim, Seung Hwan Cho, Jomy Joseph, Sukbok Chang*
Angew. Chem., Int. Ed. 2010, 49, 9899-9903.
Others
Silver-Mediated Direct Amination of Benzoxazoles: Tuning the Amino Group Source from Formamides to Parents Amines
Seung Hwan Cho, Ji Young Kim, S. Yunmi Lee, Sukbok Chang*
Angew. Chem., Int. Ed. 2009, 48, 9127-9130. (“Hot Paper“)
Others
Synthesis of Condensed Pyrroloindoles via Pd-Catalyzed Intramolecular C–H Bond Functionalization of Pyrroles
Seung Jun Hwang, Seung Hwan Cho, Sukbok Chang*
J. Am. Chem. Soc. 2008, 130, 16158-16159.
Others
Palladium-Catalyzed C–H Functionalization of Pyridine N-Oxides: Highly Selective Alkenylation and Direct Arylation with Unactivated Arenes
Seung Hwan Cho, Seung Jun Hwang, Sukbok Chang*
J. Am. Chem. Soc. 2008, 130, 9254-9256. (“One of the Top most cited JACS articles within last 3 years: July, 2008 ~ July, 2011“)
Others
Cu-Facilitated C–O Bond Formation Using N-Hydroxyphthalimide: Efficient and Selective Functionalization of Benzyl- and Allylic C−H Bonds
Ji Min Lee, Eun Ju Park, Seung Hwan Cho, Sukbok Chang*
J. Am. Chem. Soc. 2008, 130, 7824-7825.
Others
Evaluation of Catalytic Activity of Copper Salts and their Removal Processes in the Three-Component Coupling Reactions
Seung Jun Hwang, Seung Hwan Cho,Sukbok Chang*
Pure Appl. Chem. 2008, 80 (5), 873-879.
Others
Room Temperature Copper-Catalyzed 2-Functionalization of Pyrrole Rings by a Three-Component Coupling Reaction
Seung Hwan Cho, Sukbok Chang*
Angew. Chem., Int. Ed. 2008, 47, 2836-2839.
Others
Copper-Catalyzed Three-Component Reaction of 1-Alkynes, Sulfonyl Azides, and Water: N-(4-Acetamidophenylsulfonyl)-2-phenylacetamide
Seung Hwan Cho, Seung Jun Hwang, Sukbok Chang
Organic Syntheses 2008, 85, 131.
Others
Rate-Accelerated Nonconventional Amide Synthesis in Water: A Practical Catalytic Aldol-Surrogate Reaction
Seung Hwan Cho, Sukbok Chang*
Angew. Chem., Int. Ed. 2007, 46, 1897-1900.
Others
Catalytic One-Pot Synthesis of Cyclic Amidines by Virtue of Tandem Reactions Involving Intramolecular Hydroamination Under Mild Conditions
Sukbok Chang*; Min Jae Lee, Doo Young Jung, Eun Jeong Yoo, Seung Hwan Cho, Sun Kyu Han
J. Am. Chem. Soc. 2006, 128, 12366-12367.
Others
A Facile Access to N-Sulfonylimidates and their Synthetic Utility for the Transformations to Amidines and Amides
Eun Jeong Yoo, Imhyuck Bae, Seung Hwan Cho, Hoon, Han, Sukbok Chang*
Org. Lett. 2006, 8, 1347-1350.
Others
Copper-Catalyzed Hydrative Amide Synthesis with Terminal Alkyne, Sulfonyl Azide, and Water
Seung Hwan Cho, Eun Jeong Yoo, Imhyuck Bae, Sukbok Chang*
J. Am. Chem. Soc. 2005, 127, 16046-16047.