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Traceless Bidentate Directing Group Assisted Cobalt-Catalyzed <i>sp</i><sup>2</sup>-C–H Activation and [4 + 2]-Annulation Reaction with 1,3-Diynes

Arnab Dey, Chandra M. R. Volla

2020Organic Letters55 citationsDOI

Abstract

An efficient cobalt-catalyzed [4 + 2] annulation of hydrazones and 1,3-diynes has been developed for the synthesis of 3-alkynylated isoquinolines engaging 2-aminopyridine as a traceless bidentate directing group. The strategy has been successfully extended for the synthesis of 3,3'-biisoquinoline moieties via both one-pot as well as sequential approaches. The utilization of a traceless bidentate directing group with an inexpensive and earth-abundant cobalt-catalyst under operationally simple reaction conditions makes the present transformation more valuable and appealing.

Topics & Concepts

AnnulationChemistryDenticityCobaltCatalysisGroup (periodic table)Combinatorial chemistryMedicinal chemistryFunctional groupOrganic chemistryMetalPolymerCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsSulfur-Based Synthesis Techniques
Traceless Bidentate Directing Group Assisted Cobalt-Catalyzed <i>sp</i><sup>2</sup>-C–H Activation and [4 + 2]-Annulation Reaction with 1,3-Diynes | Litcius