Copper-catalyzed reaction cascade: Direct conversion of alkynes into N-sulfonylazetidin-2-imines

Abstract

(Chemical Equation Presented) Selective conversion, take three: Densely functionalized azetidine derivatives are formed in an experimentally simple three-component catalytic procedure through the highly selective reaction of readily available terminal alkynes under mild conditions (see scheme). The azetidinimine products are remarkably stable to a wide range of reaction conditions and readily undergo further functionalization.

Original language	English
Pages (from-to)	3157-3161
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	45
Issue number	19
DOIs	https://doi.org/10.1002/anie.200503936
Publication status	Published - 5 May 2006
Externally published	Yes

Keywords

Alkynes
Azides
Cycloaddition
Homogeneous catalysis
Small ring systems

ASJC Scopus subject areas

Chemistry(all)

Access to Document

10.1002/anie.200503936

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title = "Copper-catalyzed reaction cascade: Direct conversion of alkynes into N-sulfonylazetidin-2-imines",

abstract = "(Chemical Equation Presented) Selective conversion, take three: Densely functionalized azetidine derivatives are formed in an experimentally simple three-component catalytic procedure through the highly selective reaction of readily available terminal alkynes under mild conditions (see scheme). The azetidinimine products are remarkably stable to a wide range of reaction conditions and readily undergo further functionalization.",

keywords = "Alkynes, Azides, Cycloaddition, Homogeneous catalysis, Small ring systems",

author = "Matthew Whiting and Fokin, {Valery V.}",

year = "2006",

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doi = "10.1002/anie.200503936",

language = "English",

volume = "45",

pages = "3157--3161",

journal = "Angewandte Chemie - International Edition",

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AU - Fokin, Valery V.

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Y1 - 2006/5/5

N2 - (Chemical Equation Presented) Selective conversion, take three: Densely functionalized azetidine derivatives are formed in an experimentally simple three-component catalytic procedure through the highly selective reaction of readily available terminal alkynes under mild conditions (see scheme). The azetidinimine products are remarkably stable to a wide range of reaction conditions and readily undergo further functionalization.

AB - (Chemical Equation Presented) Selective conversion, take three: Densely functionalized azetidine derivatives are formed in an experimentally simple three-component catalytic procedure through the highly selective reaction of readily available terminal alkynes under mild conditions (see scheme). The azetidinimine products are remarkably stable to a wide range of reaction conditions and readily undergo further functionalization.

KW - Alkynes

KW - Azides

KW - Cycloaddition

KW - Homogeneous catalysis

KW - Small ring systems

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