Issue 12, 2016

Expedient synthesis of new cinnoline diones by Ru-catalyzed regioselective unexpected deoxygenation-oxidative annulation of propargyl alcohols with phthalazinones and pyridazinones

Abstract

Ruthenium-catalyzed simple, cascade and one-pot synthesis of cinnoline-fused diones has been carried out by the C–H activation of phthalazinones/pyridazinones accomplished by the unusual deoxygenation of propargyl alcohols. The bond selectivity is accredited to the traceless directing nature of the hydroxyl group of propargyl alcohol. A sequential C–H activation, insertion and deoxy-oxidative annulation has been proposed based on the preliminary mechanistic study.

Graphical abstract: Expedient synthesis of new cinnoline diones by Ru-catalyzed regioselective unexpected deoxygenation-oxidative annulation of propargyl alcohols with phthalazinones and pyridazinones

Supplementary files

Article information

Article type
Communication
Submitted
11 Nov 2015
Accepted
14 Dec 2015
First published
14 Dec 2015

Chem. Commun., 2016,52, 2509-2512

Author version available

Expedient synthesis of new cinnoline diones by Ru-catalyzed regioselective unexpected deoxygenation-oxidative annulation of propargyl alcohols with phthalazinones and pyridazinones

S. Rajkumar, S. Antony Savarimuthu, R. Senthil Kumaran, C. M. Nagaraja and T. Gandhi, Chem. Commun., 2016, 52, 2509 DOI: 10.1039/C5CC09347C

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