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Chiral Phosphoric Acid Catalyzed Asymmetric Friedel–Crafts Alkylation of Indoles with Simple α,β‐Unsaturated Aromatic Ketones
Author(s) -
Tang HongYing,
Lu AiDang,
Zhou ZhengHong,
Zhao GuoFeng,
He LianNian,
Tang ChuChi
Publication year - 2008
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.200700980
Subject(s) - friedel–crafts reaction , chemistry , phosphoric acid , alkylation , catalysis , organic chemistry , medicinal chemistry
Abstract Asymmetric Michael‐type Friedel–Crafts (F‐C) alkylations of indoles with nonchelating α,β‐unsaturated aromatic ketones catalyzed by a chiral H 8 ‐BINOL‐based phosphoric acid were investigated. The reactions took place smoothly in the presence of only 2 mol‐% of catalyst at room temperature to afford the desired F‐C alkylation products in good yields and with moderate enantioselectivities.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)