Iron(III)-Catalyzed Intramolecular Friedel-Crafts Alkylation of Electron-Deficient Arenes with π-Activated Alcohols

被引：40

作者：

Bandini, Marco ^{[1
]}

Tragni, Michele ^{[1
]}

Umani-Ronchi, Achille ^{[1
]}

机构：

[1] Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2009年 / 351卷 / 14-15期

关键词：

alcohols; aromatic compounds; electron-deficient compounds; Friedel-Crafts alkylation; iron; ASYMMETRIC-SYNTHESIS; ALLYL ALCOHOLS; REGIOSELECTIVE ALLYLATION; PROPARGYLIC ALCOHOLS; EFFICIENT; INDOLES; CYCLIZATION; CATALYSTS; SUBSTITUTION; IMINES;

D O I：

10.1002/adsc.200900441

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

"Deficient" but "efficient", the first example of a catalytic Friedel-Crafts alkylation of arenes, carrying electron-withdrawing groups, with alcohols is reported. The optimized iron(III) chloride (97%) catalyzed allylation, benzylation and propargylation procedures open an access to a range of tetrahydronaphthalenes, tetrahydroisoquinolines and tetrahydrobenzo[d]azepines featuring tertiary benzylic stereocenters in excellent yields (up to 92%) and short reaction times.

引用

页码：2521 / 2524

页数：4

共 60 条

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