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Efficient synthesis of benzothieno[3,2-d]-imidazo[1,2-a]pyrimidine-2,5-(1H, 3H)-diones via a tandem aza-wittig/heterocumulene-mediated annulation

✍ Scribed by Sheng-Zhen Xu; Jing Wu; Min-Hui Cao; Ming-Wu Ding

Publisher: Journal of Heterocyclic Chemistry
Year: 2009
Tongue: English
Weight: 102 KB
Volume: 47
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.258

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✦ Synopsis

Abstract

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Carbodiimide 2, obtained from aza‐Wittig reaction of iminophosphorane 1 with aromaic isocyanate, reacted with α‐amino ester in the presence of catalytic amount of sodium ethoxide to give selectively new tetracyclic benzothieno[3,2‐d]‐imidazo[1,2‐a]pyrimidine‐2,5‐(1__H__, 3__H__)‐diones 5 in good yields. X‐Ray structure analysis of 5b verified the proposed structure and the reaction selectivity. J. Heterocyclic Chem., 2010.

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