Issue 47, 2017

Pd-Catalyzed regioselective intramolecular dehydrogenative C-5 cross coupling in an N-substituted pyrrole-azole system

Abstract

Functionalized polycyclic pyrrole-azole structures possessing fused six membered and seven membered rings were directly synthesized via ligand-enabled, Pd-catalyzed, site selective, intramolecular cross couplings of N-substituted pyrrole-azoles. C5-H activation in the presence of a reactive C2-H remains a challenge that needs to be addressed and this was targeted to be resolved through the present approach by specifically generating the cyclized products with 83–100% selectivity. The featured methodology provides a novel disconnection for the synthesis of pyrrole containing alkaloids and medicinal compounds.

Graphical abstract: Pd-Catalyzed regioselective intramolecular dehydrogenative C-5 cross coupling in an N-substituted pyrrole-azole system

Supplementary files

Article information

Article type
Paper
Submitted
31 Oct 2017
Accepted
09 Nov 2017
First published
09 Nov 2017

Org. Biomol. Chem., 2017,15, 10082-10086

Pd-Catalyzed regioselective intramolecular dehydrogenative C-5 cross coupling in an N-substituted pyrrole-azole system

K. N. Tripathi, D. Ray and R. P. Singh, Org. Biomol. Chem., 2017, 15, 10082 DOI: 10.1039/C7OB02676E

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