HAMMET CONSTANTS EFFECTS IN MICROWAVE CASCADE ETHERIFICATION-CYCLIZATION-KRAPCHO REACTION TO ACCESS [2,3]-DIHYDROBENZOFURAN-3-ONES FROM SALICYLIC DERIVATIVES

被引：4

作者：

Farran, Daniel ^{[1
]}

Bertrand, Philippe ^{[1
]}

机构：

[1] Univ Poitiers, CNRS, Lab Synth & Reactivite Subst Nat, UMR 6514, F-86022 Poitiers, France

来源：

SYNTHETIC COMMUNICATIONS | 2012年 / 42卷 / 07期

关键词：

Benzofuranone; Hammet constants; Krapcho reaction; microwave; salicylate;

D O I：

10.1080/00397911.2010.533806

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two methods were evaluated for the synthesis of substituted [2,3]-dihydro-2-methyl-benzofuran-3-ones from corresponding salicylate esters under microwave irradiation. A two-step sequence via ether intermediates was convenient for various substituted salicylate derivatives, while the second strategy involving a one-pot procedure was efficient for electron-donating substituted salicylates. Results allowed correlation of the Hammett constants effects in the intramolecular cyclization of O-ethoxycarbonyl ether of salicylic esters.

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页码：989 / 1001

页数：13

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