Premium
Regioselective Synthesis of Fused Furans by Decarboxylative Annulation of α,β‐Alkenyl Carboxylic Acid with Cyclic Ketone: Synthesis of Di‐Heteroaryl Derivatives
Author(s) -
Agasti Soumitra,
Pal Tapas,
Achar Tapas Kumar,
Maiti Siddhartha,
Pal Debasis,
Mandal Smita,
Daud Kishan,
Lahiri Goutam Kumar,
Maiti Debabrata
Publication year - 2019
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201906264
Subject(s) - annulation , regioselectivity , chemistry , ketone , decarboxylation , furan , carboxylic acid , organic chemistry , combinatorial chemistry , catalysis
α,β‐Alkenyl carboxylic acids undergo Cu II ‐mediated decarboxylative annulation reactions with aliphatic cyclic ketones to provide synthetically valuable di‐heterocycles. The annulation process tolerates a variety of aliphatic ketones and heterocyclic alkenyl carboxylic acids, producing substituted fused furan derivatives with complete regioselectivity. The current protocol offers a synthetically applicable pathway to construct a variety of oligo‐heterocycles through Cu‐mediated single‐electron transfer and decarboxylation. Notably, synthesis of relatively inaccessible di‐heterocycles has been achieved successfully using this protocol.