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

Access to Document

10.1055/s-0032-1316984

Cite this

@article{3bbf8531d17446e5aa524e4fee30ac0c,

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.",

author = "Ritobroto Sengupta and Weinreb, {Steven M.}",

year = "2012",

doi = "10.1055/s-0032-1316984",

language = "English (US)",

volume = "44",

pages = "2933--2937",

journal = "Synthesis (Germany)",

issn = "0039-7881",

publisher = "Georg Thieme Verlag",

number = "18",

}

TY - JOUR

T1 - A one-pot umpolung method for preparation of α-aryl nitriles from α-chloro aldoximes via organocuprate additions to transient nitrosoalkenes

AU - Sengupta, Ritobroto

AU - Weinreb, Steven M.

PY - 2012

Y1 - 2012

N2 - 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.

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.

UR - http://www.scopus.com/inward/record.url?scp=84866070466&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84866070466&partnerID=8YFLogxK

U2 - 10.1055/s-0032-1316984

DO - 10.1055/s-0032-1316984

M3 - Article

AN - SCOPUS:84866070466

SN - 0039-7881

VL - 44

SP - 2933

EP - 2937

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

Access to Document

Other files and links

Fingerprint

Cite this