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Gandhamsetty Narasimhulu
분자활성 촉매반응 연구단
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Selective Silylative Reduction of Pyridines Leading to Structurally Diverse Azacyclic Compounds with the Formation of sp3 C-Si Bonds

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Title
Selective Silylative Reduction of Pyridines Leading to Structurally Diverse Azacyclic Compounds with the Formation of sp3 C-Si Bonds
Author(s)
Narasimhulu Gandhamsetty; Sehoon Park; Sukbok Chang
Publication Date
2015-12
Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.137, no.48, pp.15176 - 15184
Publisher
AMER CHEMICAL SOC
Abstract
Tris(pentafluorophenyl)borane-catalyzed silylative reduction of pyridines has been developed giving rise to the formation of sp3 C-Si bonds selectively beta to the nitrogen atom of azacyclic products. Depending on the position and nature of pyridine substituents, structurally diverse azacycles are obtained with high selectivity under the borane catalysis. Mechanistic studies elucidated the sequence of hydrosilylation in this multiple reduction cascade: 1,2- or 1,4-hydrosilylation as an initial step depending on the substituent position, followed by selective hydrosilylation of enamine double bonds eventually affording β-silylated azacyclic compounds. © 2015 American Chemical Society
URI
https://pr.ibs.re.kr/handle/8788114/2217
ISSN
0002-7863
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > Journal Papers (저널논문)
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