Transition-Metal-Free Synthesis of 4-Alkynylquinazolines

Protocols have been developed that allow easy access to 4-alkynylquinazolines under transition-metal-free conditions. The ring opening reaction of 4-(benzofuran-2-yl)quinazolines obtained from the arylation of quinazolines with benzofuran is the first way to achieve 4-alkynylquinazolines. Direct alkynylation of quinazolines with terminal alkynes in the presence of n-BuLi and iodine or with alkynyl Grignard reagents is another strategy. Desilylation of 4-((trimethylsilyl)ethynyl)quinazolines obtained by direct alkynation is the third approach to give 4-alkynylquinazolines. It has also been shown that the protocols are applicable for scale-up synthesis.

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Year

2022

Volume

2022

Issue

13

ISSN

1434-193X

eISSN

1099-0690

DOI

10.1002/ejoc.202200131

WoS UID

WOS:000776644000001