Synthesis 2014; 46(03): 336-342
DOI: 10.1055/s-0033-1338566
paper
© Georg Thieme Verlag Stuttgart · New York

Facile Synthesis of 4-Arylidene-1H-imidazol-5(4H)-ones by an Ugi–Aza-Wittig Sequence

Ying Wang
a   Key Laboratory of Pesticide & Chemical Biology of Ministry of Education, Central China Normal University, Wuhan 430079, P. R. of China   Fax: +86(27)67862041   eMail: mwding@mail.ccnu.edu.cn
,
Hai Xie
b   College of Chemistry & Chemical Engineering, Shanxi Datong University, Shanxi 037009, P. R. of China
,
Yu-Rong Pan
a   Key Laboratory of Pesticide & Chemical Biology of Ministry of Education, Central China Normal University, Wuhan 430079, P. R. of China   Fax: +86(27)67862041   eMail: mwding@mail.ccnu.edu.cn
,
Ming-Wu Ding*
a   Key Laboratory of Pesticide & Chemical Biology of Ministry of Education, Central China Normal University, Wuhan 430079, P. R. of China   Fax: +86(27)67862041   eMail: mwding@mail.ccnu.edu.cn
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Publikationsverlauf

Received: 05. Oktober 2013

Accepted after revision: 04. November 2013

Publikationsdatum:
22. November 2013 (online)


Abstract

Vinyl azides, obtained from the Ugi-type reaction of 2-azido-3-arylacrylic acid, secondary amine, aldehyde, and isocyanide, react with triphenylphosphine to give a variety of 4-arylidene-1H-imidazol-5(4H)-ones in high yields via sequential Staudinger and intramolecular aza-Wittig reaction.

Supporting Information