Unconventional oxazole formation from isocyanides

Aurélie Dos Santos; Laurent El Kaïm; Laurence Grimaud; Caroline Ronsseray

doi:10.1039/b904699b

Unconventional oxazole formation from isocyanides

Aurélie Dos Santos
, Laurent El Kaïm
, Laurence Grimaud
, Caroline Ronsseray

Unité Chimie et Procédés

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

Abstract

The coupling of an acyl chloride with an isocyanide affords 2,5-disubstituted oxazoles under mild basic conditions instead of 4,5-disubstituted derivatives when using Schöllkopf conditions (butyllithium); this reaction constitutes a remarkable example of a base-induced chemoselective process in isocyanide chemistry.

Original language	English
Pages (from-to)	3907-3909
Number of pages	3
Journal	Chemical Communications
Issue number	26
DOIs	https://doi.org/10.1039/b904699b
Publication status	Published - 1 Jan 2009
Externally published	Yes

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title = "Unconventional oxazole formation from isocyanides",

abstract = "The coupling of an acyl chloride with an isocyanide affords 2,5-disubstituted oxazoles under mild basic conditions instead of 4,5-disubstituted derivatives when using Sch{\"o}llkopf conditions (butyllithium); this reaction constitutes a remarkable example of a base-induced chemoselective process in isocyanide chemistry.",

author = "\{Dos Santos\}, Aur{\'e}lie and \{El Ka{\"i}m\}, Laurent and Laurence Grimaud and Caroline Ronsseray",

year = "2009",

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doi = "10.1039/b904699b",

language = "English",

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T1 - Unconventional oxazole formation from isocyanides

AU - Dos Santos, Aurélie

AU - El Kaïm, Laurent

AU - Grimaud, Laurence

AU - Ronsseray, Caroline

PY - 2009/1/1

Y1 - 2009/1/1

N2 - The coupling of an acyl chloride with an isocyanide affords 2,5-disubstituted oxazoles under mild basic conditions instead of 4,5-disubstituted derivatives when using Schöllkopf conditions (butyllithium); this reaction constitutes a remarkable example of a base-induced chemoselective process in isocyanide chemistry.

AB - The coupling of an acyl chloride with an isocyanide affords 2,5-disubstituted oxazoles under mild basic conditions instead of 4,5-disubstituted derivatives when using Schöllkopf conditions (butyllithium); this reaction constitutes a remarkable example of a base-induced chemoselective process in isocyanide chemistry.

UR - https://www.scopus.com/pages/publications/67650616209

U2 - 10.1039/b904699b

DO - 10.1039/b904699b

M3 - Article

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AN - SCOPUS:67650616209

SN - 1359-7345

SP - 3907

EP - 3909

JO - Chemical Communications

JF - Chemical Communications

IS - 26

ER -

Unconventional oxazole formation from isocyanides

Abstract

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