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Org Lett. 2015 Nov 20;17(22):5678-81. doi: 10.1021/acs.orglett.5b02967. Epub 2015 Nov 03.

Ruthenium(II) Catalyzed Regiospecific C-H/O-H Annulations of Directing Arenes via Weak Coordination.

Organic letters

Arghya Banerjee, Sourav Kumar Santra, Prakash Ranjan Mohanta, Bhisma K Patel

Affiliations

  1. Department of Chemistry, Indian Institute of Technology Guwahati , North Guwahati 781039, India.

PMID: 26529054 DOI: 10.1021/acs.orglett.5b02967

Abstract

Ruthenium(II) catalyzed oxidative C-H/O-H annulations have been demonstrated using two different directing arenes viz. 2-arylquinolinone and 2-arylbenzoxazinone with internal alkynes. Regiospecific annulations have been observed for both directing arenes via the assistance of weaker carbonyl oxygen in the presence of a stronger nitrogen-directing site. In this substrate-controlled convergent protocol the weaker directing group dictates the annulation path.

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