☆ 4.8 Article

Rhodium-Catalyzed Domino Conjugate Addition-Cyclization Reactions for the Synthesis of a Variety of N- and O-Heterocycles: Arylboroxines as Effective Carbon Nucleophiles

ORGANIC LETTERS (2010)

Journal

ORGANIC LETTERS

Volume 12, Issue 10, Pages 2258-2261

Publisher

AMER CHEMICAL SOC

DOI: 10.1021/ol100610v

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Categories

Chemistry, Organic

Funding

Korean Government [R01-2008-000-20332-0, 2009-0063856]
National Research Foundation of Korea [2009-0063856] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)

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Abstract

Facile and efficient Rh(I)-catalyzed domino conjugate addition-cyclization reactions of olefins bearing two electrophilic sites and a pendant nucleophile with organoboroxines have been developed to afford a variety of N- and O-heterocycles, such as 3,4-dihydroquinolin-2(1H)-ones, 3,4-dihydrocoumarins, and pyrrolidin-2-ones, which constitute important motifs in biologically active natural and synthetic organic compounds.

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