Journal
SYNLETT
Volume 30, Issue 9, Pages 1053-1056Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0037-1611817
Keywords
3,4-dihydroquinazoline-2(1 H)-thione; Ugi-azide reaction; methyldiphenylphosphane; aza-Wittig reaction; cyclization reaction
Categories
Funding
- National Natural Science Foundation of China [21572075]
- Doctoral Research Fund of Hubei University of Science and Technology [BK201808]
- Hubei University of Science and Technology Pharmacy Key Discipline Foundation [2019-20YZ13]
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A new facile synthesis of 3,4-dihydroquinazoline-2(1 H )-thiones by an Ugi-azide/Staudinger/aza-Wittig/cyclization sequence has been developed. The Ugi-azide reactions of 2-azidobenzaldehydes, amines, trimethylsilyl azide, and isocyanides produced tetrazoles, which, when treated with methyldiphenylphosphane and CS (2) , produced 3,4-dihydroquinazoline-2(1 H )-thiones in good overall yields via a sequential Staudinger/aza-Wittig/cyclization reaction.
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