The Addition of Acid Chlorides to Azirines. Functionalized Aziridines and Oxazolines

Alfred Hassner; Susan S. Burke; Jesse Chengan

doi:10.1021/ja00849a035

The Addition of Acid Chlorides to Azirines. Functionalized Aziridines and Oxazolines

Alfred Hassner, Susan S. Burke, Jesse Chengan

University of Colorado Boulder

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

37 Scopus citations

Abstract

Acyl chlorides add readily to 3,3-dimethyl-2-phenylazirine 1, and the products 3 can be converted to functionalized (azido, acetoxy) N-acylaziridines and oxazolines. These conversions are shown to proceed via N-acylazirinium ions. Spectral and mechanistic interpretations are presented.

Original language	English
Pages (from-to)	4692-4700
Number of pages	9
Journal	Journal of the American Chemical Society
Volume	97
Issue number	16
DOIs	https://doi.org/10.1021/ja00849a035
State	Published - 1 Aug 1975
Externally published	Yes

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title = "The Addition of Acid Chlorides to Azirines. Functionalized Aziridines and Oxazolines",

abstract = "Acyl chlorides add readily to 3,3-dimethyl-2-phenylazirine 1, and the products 3 can be converted to functionalized (azido, acetoxy) N-acylaziridines and oxazolines. These conversions are shown to proceed via N-acylazirinium ions. Spectral and mechanistic interpretations are presented.",

author = "Alfred Hassner and Burke, {Susan S.} and Jesse Chengan",

year = "1975",

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AU - Chengan, Jesse

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N2 - Acyl chlorides add readily to 3,3-dimethyl-2-phenylazirine 1, and the products 3 can be converted to functionalized (azido, acetoxy) N-acylaziridines and oxazolines. These conversions are shown to proceed via N-acylazirinium ions. Spectral and mechanistic interpretations are presented.

AB - Acyl chlorides add readily to 3,3-dimethyl-2-phenylazirine 1, and the products 3 can be converted to functionalized (azido, acetoxy) N-acylaziridines and oxazolines. These conversions are shown to proceed via N-acylazirinium ions. Spectral and mechanistic interpretations are presented.

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The Addition of Acid Chlorides to Azirines. Functionalized Aziridines and Oxazolines

Abstract

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