Ni(ClO 4 ) 2 ‐Catalyzed Friedel–Crafts Reaction of Coumarin‐Fused Donor–Acceptor Cyclopropanes with Indoles: Stereoselective Synthesis of  trans ‐3,4‐Disubstituted‐3,4‐dihydrocoumarins | Zendy

Lee Jusung | Zendy; Ko Kwang Min | Zendy; Kim SungGon | Zendy

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Ni(ClO 4 ) 2 ‐Catalyzed Friedel–Crafts Reaction of Coumarin‐Fused Donor–Acceptor Cyclopropanes with Indoles: Stereoselective Synthesis of trans ‐3,4‐Disubstituted‐3,4‐dihydrocoumarins

Author(s) -

Lee Jusung,

Ko Kwang Min,

Kim SungGon

Publication year - 2018

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201800669

Subject(s) - chemistry , friedel–crafts reaction , stereoselectivity , lewis acids and bases , catalysis , coumarin , acceptor , organic chemistry , medicinal chemistry , physics , condensed matter physics

A stereoselective synthesis of trans ‐4‐(3‐indolylmethyl)‐3,4‐dihydrocoumarins has been developed. The method proceeds through a catalytic Friedel–Crafts reaction of coumarin‐fused donor–acceptor cyclopropanes with indoles. The use of Ni(ClO 4 ) 2 as a Lewis acid catalyst leads to the formation of a variety of 4‐(3‐indolylmethyl)‐3,4‐dihydrocoumarins in good yields with high diastereoselectivities.

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