Issue 36, 2020

TMSOTf-catalyzed synthesis of substituted quinazolines using hexamethyldisilazane as a nitrogen source under neat and microwave irradiation conditions

Abstract

In this article, we report an efficient and mild synthetic route for the construction of substituted quinazolines from functionalized 2-aminobenzophenones with various benzaldehydes using cat. TMSOTf and hexamethyldisilazane (HMDS) under neat, metal-free and microwave irradiation conditions in which gaseous ammonia was formed in situ. This synthetic protocol provided the desired quinazolines with a broad substrate scope in good to excellent yields. Some structures were confirmed by X-ray single-crystal diffraction analysis.

Graphical abstract: TMSOTf-catalyzed synthesis of substituted quinazolines using hexamethyldisilazane as a nitrogen source under neat and microwave irradiation conditions

Supplementary files

Article information

Article type
Paper
Submitted
22 Jul 2020
Accepted
28 Aug 2020
First published
02 Sep 2020

Org. Biomol. Chem., 2020,18, 7201-7212

TMSOTf-catalyzed synthesis of substituted quinazolines using hexamethyldisilazane as a nitrogen source under neat and microwave irradiation conditions

C. Chan, C. Lai and C. Wang, Org. Biomol. Chem., 2020, 18, 7201 DOI: 10.1039/D0OB01507E

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