Two Catalytic Protocols for the Synthesis of CF 2 ‐Containing Quinazolinones via Domino Reaction

Abstract Copper‐catalyzed and visible‐light catalytic difluoroalkylation reactions of N ‐cyanamide alkenes have been developed. Various α‐bromodifluoromethyl substituted esters, amides and heterocycles were employed as the CF 2 source. Both protocols are characterized by medium to high yields, good...

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Bibliographic Details
Published inAdvanced synthesis & catalysis Vol. 366; no. 14; pp. 3181 - 3187
Main Authors Wei, Congyin, Yu, Zhiyou, Shi, Lei
Format Journal Article
LanguageEnglish
Published 16.07.2024
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Summary:Abstract Copper‐catalyzed and visible‐light catalytic difluoroalkylation reactions of N ‐cyanamide alkenes have been developed. Various α‐bromodifluoromethyl substituted esters, amides and heterocycles were employed as the CF 2 source. Both protocols are characterized by medium to high yields, good functional group compatibility, and applicable to gram‐scale synthesis. Comparable studies of copper catalysis and photoredox catalysis demonstrate minimal differences between the two protocols. Preliminary mechanism suggest that both transformations involve tandem radical cyclization process.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202400491