Journal of Organic Chemistry
Journal of Organic Chemistry
5 years ago

Pd-Catalyzed Regioselective Mono-Arylation: Quinazolinone as the Inherent Directing Group for C(sp2)–H Activation

Pd-Catalyzed Regioselective Mono-Arylation: Quinazolinone as the Inherent Directing Group for C(sp2)–H Activation
Dnyaneshwar N. Garad, Amol B. Viveki, Santosh B. Mhaske
The Pd-catalyzed quinazolinone-directed regioselective monoarylation of aromatic rings by C–H bond activation is developed. A broad substrate scope is demonstrated for both quinazolinone as well as diaryliodonium triflates. The use of a base was found to be crucial for this transformation, unlike for the known nitrogen-directed arylations. All of the novel quinazolinones of biological interest were synthesized by using the operationally simple Pd(II)-catalyzed arylation reaction.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b00948

DOI: 10.1021/acs.joc.7b00948

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