https://scholar.dgist.ac.kr/handle/20.500.11750/12074 2026-04-04T17:31:14Z 2026-04-04T17:31:14Z Kim, Gun Ha Jeon, Ji Hwan Jung, Byunghyuck Rohde, Jan-Uwe Hong, Sung You https://scholar.dgist.ac.kr/handle/20.500.11750/58586 2025-12-18T02:41:23Z 2025-07-31T15:00:00Z

Title: Regioselective Transformations of Unsaturated Systems Catalyzed by Low-Valent Nickel: Cycloaddition, Hydrosilylation, and Dicarbofunctionalization Author(s): Kim, Gun Ha; Jeon, Ji Hwan; Jung, Byunghyuck; Rohde, Jan-Uwe; Hong, Sung You Abstract: In this Account, we describe our recent research progress in the development of the functionalization of unsaturated substrates catalyzed by low-valent nickel. In particular, we discuss nickel-catalyzed azide–alkyne cycloaddition (NiAAC), [2 + 2 + 2] cycloaddition of diynes and nitriles, hydrosilylation of alkynes, and dicarbofunctionalization of 1,3-enynes. Moreover, we highlight our mechanistic studies aimed at elucidating catalytically active nickel intermediates, thereby contributing to the understanding and expansion of nickel-catalyzed synthetic methodologies. © 2025. Thieme. All rights reserved.

2025-07-31T15:00:00Z Kim, Min Kim, Seongha Lee, Yurim Lee, Yunmi Seo, Sangwon Jung, Byunghyuck https://scholar.dgist.ac.kr/handle/20.500.11750/58224 2025-12-18T02:42:23Z 2024-12-31T15:00:00Z

Title: Synthesis of (Z)-Allylsilanes by Cu-Catalyzed Regioselective Protosilylation of Allenes via a Single-Electron Process Author(s): Kim, Min; Kim, Seongha; Lee, Yurim; Lee, Yunmi; Seo, Sangwon; Jung, Byunghyuck Abstract: Hydrosilylation of allenes has gained prominence as an economically viable method for preparing vinylsilanes or allylsilanes. However, development of transition metal (TM)-catalyzed hydrosilylation remains challenging owing to the difficulty in controlling the regioselectivity and stereoselectivity. Specifically, access to (Z)-allylsilanes via first-row TM-catalyzed hydrosilylation is limited by the lack of mechanistic diversity, indicating the need for unprecedented approaches to achieve this valuable yet underexplored chemical space. We herein present the Cu-catalyzed protosilylation of allenes in either organic solvent or water, which affords (Z)-allylsilanes in high yields, with up to >98:2 regioselectivity and (Z)-selectivity. In contrast to conventional TM-catalyzed hydrosilylation or Cu-catalyzed protosilylation, our process involves a single-electron pathway for inserting Cu-SiMe2Ph into the allene. Radical trap experiments and systematic computational studies support the proposed mechanism. Our method is gram-scalable, and the synthetic utility is demonstrated by the preparation of deuterium-incorporated (Z)-allylsilanes through reactions in D2O.

2024-12-31T15:00:00Z Park, Cheong Hoon Lim, Seeun Jung, Byunghyuck Lee, Yunmi https://scholar.dgist.ac.kr/handle/20.500.11750/58159 2025-07-25T03:36:47Z 2025-03-31T15:00:00Z

Title: Regioselective Formal Hydroamidation of Alkynes: Synthesis of α-Substituted Acrylamides Author(s): Park, Cheong Hoon; Lim, Seeun; Jung, Byunghyuck; Lee, Yunmi Abstract: The formal hydroamidation of alkyne is a powerful synthetic method that enables the formation of various α,β-unsaturated amides. In this article, the efficient formal hydroamidation of terminal and internal alkynes is described, which constitutes the Ni-catalyzed α-selective hydroalumination of alkynes and subsequent treatment with isocyanates. This method is gram-scalable and the synthetic utility is highlighted by the synthesis of a β-lactam from α-phenyl acrylamide. © 2025 Wiley-VCH GmbH.

2025-03-31T15:00:00Z Lee, Chanmi Lee, Dohun Hong, Sung You Jung, Byunghyuck Seo, Sangwon https://scholar.dgist.ac.kr/handle/20.500.11750/57139 2026-02-16T07:40:13Z 2024-04-30T15:00:00Z

Title: Recent advances in earth-abundant transition metal-catalyzed dihydrosilylation of terminal alkynes Author(s): Lee, Chanmi; Lee, Dohun; Hong, Sung You; Jung, Byunghyuck; Seo, Sangwon Abstract: Over the past few years, earth-abundant transition metal-catalyzed hydrosilylation has emerged as an ideal strategy for the synthesis of organosilanes. The success in this area of research has expanded to the advancements of alkyne dihydrosilylation reactions, offering broadened synthetic applications through the selective installation of two silyl groups. In particular, catalysts based on Fe, Co, and Ni have engendered enabling platforms for mild transformations with a range of distinct regioselectivity. This mini-review summarizes recent advances in this research field, highlighting the unique features of each system from both synthetic and mechanistic perspectives. Copyright © 2024 Lee, Lee, Hong, Jung and Seo.

2024-04-30T15:00:00Z