A one-pot umpolung method for preparation of α-aryl nitriles from α-chloro aldoximes via organocuprate additions to transient nitrosoalkenes

Ritobroto Sengupta; Steven M. Weinreb

doi:10.1055/s-0032-1316984

A one-pot umpolung method for preparation of α-aryl nitriles from α-chloro aldoximes via organocuprate additions to transient nitrosoalkenes

Ritobroto Sengupta
, Steven M. Weinreb

Chemistry

Research output: Contribution to journal › Article › peer-review

13 Scopus citations

Abstract

Conjugate addition of a variety of aryl lithiocyanocuprates to nitrosoalkenes generated from α-chloro aldoximes, followed by in situ dehydration of the crude α-aryl aldoxime product with N,N- dicyclohexylcarbodiimide, affords α-aryl nitriles in good overall yields via a one-pot protocol.

Original language	English (US)
Pages (from-to)	2933-2937
Number of pages	5
Journal	Synthesis (Germany)
Volume	44
Issue number	18
DOIs	https://doi.org/10.1055/s-0032-1316984
State	Published - 2012

All Science Journal Classification (ASJC) codes

Catalysis
Organic Chemistry

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10.1055/s-0032-1316984

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title = "A one-pot umpolung method for preparation of α-aryl nitriles from α-chloro aldoximes via organocuprate additions to transient nitrosoalkenes",

abstract = "Conjugate addition of a variety of aryl lithiocyanocuprates to nitrosoalkenes generated from α-chloro aldoximes, followed by in situ dehydration of the crude α-aryl aldoxime product with N,N- dicyclohexylcarbodiimide, affords α-aryl nitriles in good overall yields via a one-pot protocol.",

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AB - Conjugate addition of a variety of aryl lithiocyanocuprates to nitrosoalkenes generated from α-chloro aldoximes, followed by in situ dehydration of the crude α-aryl aldoxime product with N,N- dicyclohexylcarbodiimide, affords α-aryl nitriles in good overall yields via a one-pot protocol.

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UR - https://www.scopus.com/pages/publications/84866070466#tab=citedBy

U2 - 10.1055/s-0032-1316984

DO - 10.1055/s-0032-1316984

M3 - Article

AN - SCOPUS:84866070466

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SP - 2933

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JO - Synthesis (Germany)

JF - Synthesis (Germany)

IS - 18

ER -

A one-pot umpolung method for preparation of α-aryl nitriles from α-chloro aldoximes via organocuprate additions to transient nitrosoalkenes

Abstract

All Science Journal Classification (ASJC) codes

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