Synthesis of 1,3-Diaryl-2-methoxyindenes by Hydriodic Acid-Catalyzed Cyclization of Aryl[2-(1-aryl-2-methoxyvinyl)phenyl]methanols

被引：8

作者：

Kobayashi, Kazuhiro ^{[1
]}

Shirai, Yuu ^{[1
]}

Nagaoka, Toshiyuki ^{[1
]}

Konishi, Hisatoshi ^{[1
]}

机构：

[1] Tottori Univ, Div Appl Chem, Dept Chem & Biotechnol, Grad Sch Engn, Tottori 6808552, Japan

来源：

SYNTHETIC COMMUNICATIONS | 2009年 / 39卷 / 16期

关键词：

Benzyl cations; hydriodic acid; indenes; 2-lithiostyrenes; H BOND ACTIVATION; PROPARGYLIC CARBONATES; SUBSTITUTED INDENES; EFFICIENT SYNTHESIS; CARBOANNULATION; 2-LITHIO-BETA-METHOXYSTYRENES; REARRANGEMENT; NUCLEOPHILES; DERIVATIVES; ALKYNES;

D O I：

10.1080/00397910802669375

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient two-step method for the synthesis of 1,3-diaryl-2-methoxyindenes from 1-(1-aryl-2-methoxyvinyl)-2-bromobenzenes has been developed. Thus, the reaction of 2-(1-aryl-2-methoxyvinyl)phenyllithiums, generated in situ by halogen-lithium exchange between 1-(1-aryl-2-methoxyvinyl)-2-bromobenzenes and butyllithium, with aromatic aldehydes gives aryl[2-(1-aryl-2-methoxyvinyl)phenyl]methanols, which in turn are treated with a catalytic amount of concentrated hydriodic acid to afford the corresponding 1,3-diaryl-2-methoxyindenes in reasonable yields.

引用

页码：2866 / 2881

页数：16

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