A simple one-pot preparation of N-allenyl amides, ureas, carbamates and sulfonamides using a DMSO/tBuOK protocol

Thomas W. Bousfield; Marc C. Kimber

doi:10.1016/j.tetlet.2014.11.093

A simple one-pot preparation of N-allenyl amides, ureas, carbamates and sulfonamides using a DMSO/^tBuOK protocol

Thomas W. Bousfield, Marc C. Kimber

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

17 Citations (Scopus)

Abstract

A one-pot transformation of amides, ureas, carbamates and sulfonamides into synthetically useful N-allenyl analogues using a ^tBuOK/DMSO protocol is reported. The procedure is experimentally simple and robust, and provides N-allenyl analogues, commonly used within the literature, in yields comparable to the benchmark two-step approach.

Original language	English
Pages (from-to)	350-352
Number of pages	3
Journal	Tetrahedron Letters
Volume	56
Issue number	2
Early online date	27 Nov 2014
DOIs	https://doi.org/10.1016/j.tetlet.2014.11.093
Publication status	Published - 8 Jan 2015
Externally published	Yes

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abstract = "A one-pot transformation of amides, ureas, carbamates and sulfonamides into synthetically useful N-allenyl analogues using a tBuOK/DMSO protocol is reported. The procedure is experimentally simple and robust, and provides N-allenyl analogues, commonly used within the literature, in yields comparable to the benchmark two-step approach.",

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AU - Kimber, Marc C.

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Y1 - 2015/1/8

N2 - A one-pot transformation of amides, ureas, carbamates and sulfonamides into synthetically useful N-allenyl analogues using a tBuOK/DMSO protocol is reported. The procedure is experimentally simple and robust, and provides N-allenyl analogues, commonly used within the literature, in yields comparable to the benchmark two-step approach.

AB - A one-pot transformation of amides, ureas, carbamates and sulfonamides into synthetically useful N-allenyl analogues using a tBuOK/DMSO protocol is reported. The procedure is experimentally simple and robust, and provides N-allenyl analogues, commonly used within the literature, in yields comparable to the benchmark two-step approach.

KW - Allenamide

KW - Amide

KW - Lactam

KW - One-pot

KW - Propargyl bromide

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

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ER -

A simple one-pot preparation of N-allenyl amides, ureas, carbamates and sulfonamides using a DMSO/^tBuOK protocol

Abstract

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