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Chemo‐ and Regioselective Catalyst‐Controlled Carbocyclization of Alkynyl Ketones: Rapid Synthesis of 1‐Indanones and 1‐Naphthols
Author(s) -
Song Liangliang,
Tian Guilong,
Van der Eycken Erik V.
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201901860
Subject(s) - regioselectivity , catalysis , dig , chemistry , intramolecular force , stereoselectivity , rhodium , aryl , combinatorial chemistry , medicinal chemistry , organic chemistry , computer science , alkyl , computer security
A catalyst‐controlled intramolecular carbocyclization of 2‐alkynyl aryl ketones is presented. Under rhodium(III) catalysis, 1‐indanones are formed through 5‐ exo ‐ dig carbocyclizations with exclusive chemo‐, regio‐ and stereoselectivity. When catalyzed by copper(I), 1‐naphthols are obtained through 6‐ endo ‐ dig carbocyclizations with exclusive chemo‐ and regioselectivity.