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 journalArticle

8 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 languageEnglish
Pages (from-to)350-352
Number of pages3
JournalTetrahedron Letters
Volume56
Issue number2
DOIs
Publication statusPublished - 8 Jan 2015
Externally publishedYes

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Benchmarking
Carbamates
Sulfonamides
Dimethyl Sulfoxide
Amides
Urea

Cite this

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A simple one-pot preparation of N-allenyl amides, ureas, carbamates and sulfonamides using a DMSO/tBuOK protocol. / Bousfield, Thomas W.; Kimber, Marc C.

In: Tetrahedron Letters, Vol. 56, No. 2, 08.01.2015, p. 350-352.

Research output: Contribution to journalArticle

TY - JOUR

T1 - A simple one-pot preparation of N-allenyl amides, ureas, carbamates and sulfonamides using a DMSO/tBuOK protocol

AU - Bousfield, Thomas W.

AU - Kimber, Marc C.

PY - 2015/1/8

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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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M3 - Article

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EP - 352

JO - Tetrahedron Letters

JF - Tetrahedron Letters

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