Efficient Synthesis of Highly Fused Quinazolinone Derivatives via Multiple C−C Bond Formations and 1,4‐Palladium Migration

Author:

Thavaselvan Sampath1,Arumugam Natarajan2,Almansour Abdulrahman I.2,Mahalingam Sakkarapalayam M.3,Parthasarathy Kanniyappan1ORCID

Affiliation:

1. Department of Organic Chemistry University of Madras Guindy Campus Tamilnadu Chennai 025 India

2. Department of Chemistry, College of Science King Saud University, P.O. Box 2455 Riyadh 11451 Saudi Arabia

3. Department of Chemistry Purdue University 720 Clinic Drive West Lafayette Indiana 47907 USA

Abstract

AbstractAn efficient palladium‐catalyzed annulation of 3‐arylquinazolinones with mono and double alkyne insertion was developed for the synthesis of fused quinazolinone derivatives in 43–80 % yields. A notable effect was observed in product yield, when bases/additives were modulated. The reaction mechanism is believed to proceed through C−X cleavage/alkyne insertion/1,4‐Pd migration and C−H annulation in a one‐pot manner.

Publisher

Wiley

Subject

Organic Chemistry,Physical and Theoretical Chemistry

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