Rhodium-Catalyzed Trans-Bis-Silylation Reactions of 2-Ethynyl-3-pentamethyldisilanylpyridines-Reference-Cited by-同舟云学术

Rhodium-Catalyzed Trans-Bis-Silylation Reactions of 2-Ethynyl-3-pentamethyldisilanylpyridines

Published:2023-04-07 Issue:8 Volume:28 Page:3284
ISSN:1420-3049
Container-title:Molecules
language:en
Short-container-title:Molecules

Author:

Naka Akinobu¹^ORCID,Kobayashi Hisayoshi²

Affiliation:

1. Department of Life Science, Kurashiki University of Science and the Arts, Nishinoura, Tsurajima-cho, Kurashiki 712-8505, Okayama, Japan

2. Emeritus Kyoto Institute of Technology, Matsugasaki, Kyoto-shi 606-8585, Kyoto, Japan

Abstract

Rhodium-catalyzed reactions of 2-ethynyl-3-pentamethyldisilanylpyridine derivatives (1 and 2) are reported. The reactions of compounds 1 and 2 in the presence of catalytic amounts of rhodium complexes at 110 °C gave the corresponding pyridine-fused siloles (3) and (4) through intramolecular trans-bis-silylation cyclization. The reaction of 2-bromo-3-(1,1,2,2,2-pentamethyldisilanyl)pyridine with 3-phenyl-1-propyne in the presence of PdCl2(PPh3)2-CuI catalysts afforded 1:2 bis-silylation adduct 6. DFT calculations were also performed to understand the reaction mechanism for the production of compound 3 from compound 1.

Funder

the Yakumo Foundation for Environmental Science

WESCO Science Promotion Foundation

Publisher

MDPI AG

Subject

Chemistry (miscellaneous),Analytical Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Molecular Medicine,Drug Discovery,Pharmaceutical Science

Link

https://www.mdpi.com/1420-3049/28/8/3284/pdf

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