Catalytic Access to Bridged Sila- N-heterocycles from Piperidines via Cascade sp3 and sp2 C-Si Bond Formation

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Title
Catalytic Access to Bridged Sila- N-heterocycles from Piperidines via Cascade sp3 and sp2 C-Si Bond Formation
Author(s)
Jianbo Zhang; Sehoon Park; Sukbok Chang
Publication Date
2018-10
Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.140, no.41, pp.13209 - 13213
Publisher
AMER CHEMICAL SOC
Abstract
Described herein is the development of an unprecedented route to bridged sila-N-heterocycles via B(C6F5)3-catalyzed cascade silylation of N-aryl piperidines with hydrosilanes. Mechanistic studies indicated that an outer-sphere ionic path is operative to involve three sequential catalytic steps having N-silyl piperidinium borohydride as a resting species: (i) dehydrogenation of the piperidine ring, (ii) ��-selective hydrosilylation of a resultant enamine intermediate, and (iii) intramolecular dehydrogenative sp2 C-H silylation. Copyright (c) 2018 American Chemical Society
URI
https://pr.ibs.re.kr/handle/8788114/5131
ISSN
0002-7863
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > Journal Papers (저널논문)
Files in This Item:
c_jacs.8b08733(Catalytic Access to Bridged Sila- N-heterocycles).pdfDownload

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