Regioselective Synthesis of 2‐Acylquinazolines and 3<i>H</i>‐1,4‐Benzodiazepin‐3‐ones by a Ugi 4CC/Staudinger/aza‐Wittig Sequence-Reference-Cited by-同舟云学术

Regioselective Synthesis of 2‐Acylquinazolines and 3H‐1,4‐Benzodiazepin‐3‐ones by a Ugi 4CC/Staudinger/aza‐Wittig Sequence

Published:2014-05-21 Issue:2 Volume:52 Page:330-335
ISSN:0022-152X
Container-title:Journal of Heterocyclic Chemistry
language:en
Short-container-title:Journal of Heterocyclic Chem

Author:

Zhong Ying¹²,Zhang Hao¹,Ding Ming‐Wu¹

Affiliation:

1. Key Laboratory of Pesticide and Chemical Biology of Ministry of Education Central China Normal University Wuhan 430079 China

2. College of Chemistry and Environmental Protection Engineering Southwest University for Nationalities Chengdu 610041 China

Abstract

α‐Acylamino‐carboxamide azides 1, obtained from Ugi reactions of o‐azidobenzaldehyde, amines, benzoylformic acid, and isocyanides, reacted with triphenylphosphine to give various 2‐acylquinazolines 3 and/or 3H‐1,4‐benzodiazepin‐3‐ones 4 in moderate to good yields via sequential Staudinger and intramolecular aza‐Wittig reaction.

Publisher

Wiley

Link

https://onlinelibrary.wiley.com/doi/pdf/10.1002/jhet.1953

Reference41 articles.

1. Evaluation of 3,4-dihydroquinazoline-2(1H)-thiones as inhibitors of α-MSH-induced melanin production in melanoma B16 cells

2. 2-Amino-3,4-dihydroquinazolines as Inhibitors of BACE-1 (β-Site APP Cleaving Enzyme): Use of Structure Based Design to Convert a Micromolar Hit into a Nanomolar Lead

3. 1,2-Dihydro-4-quinazolinamines: Potent, Highly Selective Inhibitors of Inducible Nitric Oxide Synthase Which Show Antiinflammatory Activity in Vivo

4. Pyrazolo[5,1-b]quinazolin-9-ones: a new series of antiallergic agents

5. T-type Ca2+ channel blockers suppress the growth of human cancer cells

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