Synlett 2021; 32(18): 1874-1878
DOI: 10.1055/a-1579-1692
letter

An Efficient Protocol for the Synthesis of Pyrazolo[1,5-c]quinazolines by a Staudinger–Aza-Wittig–Dehydroaromatization Sequence

Mingxian Xu
,
An Chen
,
Zhilin Ren
,
Jiying Qiu
,
Mingming Zu
,
Yi Zhang
,
Jiayi Wang
,
Ping He

This work was supported by the Key Project of Hubei Educational Committee (No. D20182602), the Doctoral Startup Foundation of Hubei University of Arts and Science, and the Student Innovation Training Program (No. X202110519136)


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Abstract

The one-pot synthesis of azide-substituted dihydropyrazoles in isopropanol was performed by using chalcones, hydrazine hydrate, and an acyl chloride at 0 ℃. Subsequent Staudinger–aza-Wittig–dehydroaromatization reactions of the products with methyl(diphenyl)phosphine were also investigated for further application in the construction of pyrazolo[1,5-c]quinazolines.

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Publication History

Received: 14 July 2021

Accepted after revision: 05 August 2021

Accepted Manuscript online:
05 August 2021

Article published online:
18 August 2021

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