4.6 Article

Amine-Triggered Highly Facile Oxidative Benzannulation Reaction for the Synthesis of Anthranilates under Solvent- Free Calcium(II) Catalysis

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ACS OMEGA
卷 2, 期 8, 页码 4859-4869

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AMER CHEMICAL SOC
DOI: 10.1021/acsomega.7b00753

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  1. Council of Scientific and Industrial Research (CSIR), India [02/200/14/EMR-II]
  2. UGC-Networking Resource Center (UGC-NRC)
  3. University of Hyderabad
  4. Central University of Rajasthan

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An amine-triggered facile synthetic approach of anthranilates has been described through benzannulation of readily available chemicals under one-pot solvent-free conditions using Ca(OTf)(2) as the sustainable catalyst. In this regioselective approach, we described a reasonably longer cascade, which proceeds through beta-enamino ester formation/ Michael addition/intramolecular aldol reaction/elimination/ aromatization/oxidative debenzylation/lactonization with a broad substrate scope and high yields. The isolation of intermediates authenticated the mechanism, and the synthetic utility of the products was also demonstrated.

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