Synthesis 2014; 46(08): 1079-1084
DOI: 10.1055/s-0033-1338592
paper
© Georg Thieme Verlag Stuttgart · New York

Staudinger Condensation for the Preparation of Thiohydantoins

Sandrine Gosling
a   Institut de Chimie Organique et Analytique UMR 7311 – CNRS, Université d’Orléans, BP 6759, 45067 Orléans Cedex 2, France   Fax: +33(2)38417281
,
Chahrazade El Amri
b   GEMF UR4-UPMC, Université Pierre et Marie Curie Sorbonne Universités, case courrier 256, 7, quai St Bernard, 75252 Paris Cedex 05, France   eMail: arnaud.tatibouet@univ-orleans.fr
,
Arnaud Tatibouët*
a   Institut de Chimie Organique et Analytique UMR 7311 – CNRS, Université d’Orléans, BP 6759, 45067 Orléans Cedex 2, France   Fax: +33(2)38417281
› Institutsangaben
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Publikationsverlauf

Received: 28. November 2013

Accepted after revision: 10. Januar 2014

Publikationsdatum:
24. Februar 2014 (online)


Abstract

An efficient one-pot, two-step sequence starting from azide derivatives is described: first, formation of iminophosphoranes (Staudinger reaction) and condensation with carbon disulfide to form nonisolated isothiocyanates; then, condensation with α-amino esters to provide new N-3-substituted 2-thiohydantoins.

Supporting Information