Chemo- and Regioselective Catalyst-Controlled Carbocyclization of Alkynyl Ketones: Rapid Synthesis of 1-Indanones and 1-Naphthols

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. © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Authors
Song L.1 , Tian G.1 , Van Der Eycken E.V.
Journal
Chemistry - A European Journal
Publisher
Wiley-VCH Verlag
Number of issue
32
Language
English
Pages
7645-7648
Status
Published
Link
External link
DOI
10.1002/chem.201901860
Volume
25
Year
2019
Organizations
  • 1 Laboratory for Organic and Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, KU Leuven, Celestijnenlaan 200F, Leuven, 3001, Belgium
  • 2 Peoples' Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya street, Moscow, 117198, Russian Federation
Keywords
carbocyclizations; copper; C−H activation; enolates; rhodium
Date of creation
19.07.2019
Date of change
19.07.2019
Short link
https://repository.rudn.ru/en/records/article/record/38592/
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