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Gold-Catalyzed Synthesis of Alkylidene 2-Oxazolidinones and 1,3-Oxazin-2-ones

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Rocío Robles-Machín, Javier Adrio,* and Juan Carlos Carretero*

Departamento de Qumica Orgnica, Facultad de Ciencias, Universidad Autnoma de Madrid, Cantoblanco, 28049 Madrid, Spain javier.adrio@uam.es; juancarlos.carretero@uam.es

J. Org. Chem., 2006, 71 (13), pp 5023–5026

DOI: 10.1021/jo060520y

Publication Date (Web): May 26, 2006

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

Abstract

N-Boc-protected alkynylamines are converted into the corresponding alkylidene 2-oxazolidinones or 2-oxazinones under very mild reaction conditions in the presence of 1−5 mol % of a cationic Au(I) complex. The scope of the reaction is very general, providing the cyclic carbamates in high yield regardless of the substitution at nitrogen and alkyne terminus.

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Published In Issue June 23, 2006
Received March 9, 2006

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Gold-Catalyzed Synthesis of Alkylidene 2-Oxazolidinones and 1,3-Oxazin-2-ones

Abstract

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SciFinder Links

History

Recommend & Share

Related Content

Platinum- and Gold-Catalyzed Cycloisomerization Reactions of Hydroxylated Enynes

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