An organocatalytic method for the synthesis of some novel xanthene derivatives by the intramolecular Friedel-Crafts reaction

被引：25

作者：

Yildiz, Tulay ^{[1
]}

Kucuk, Hatice Baspinar ^{[1
]}

机构：

[1] Istanbul Univ, Fac Engn, Dept Chem, TR-34320 Istanbul, Turkey

来源：

RSC ADVANCES | 2017年 / 7卷 / 27期

关键词：

ONE-POT SYNTHESIS; BRONSTED ACID CATALYSIS; PRACTICAL SYNTHESIS; C-C; XANTHONES; THIOXANTHONES; CYCLIZATION; BUTOXIDE; ARENES; ARYNES;

D O I：

10.1039/c6ra27094h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient organocatalytic method for the synthesis of new substituted 9-arylxanthenes (2a-2u) starting from diarylcarbinol compounds with an arenoxy group (1a-1u) has been developed using the intramolecular FriedelCrafts reaction. The substrates were prepared in two steps by Ullmann-type coupling and then Grignard reaction. Some organic Bronsted acids were studied as catalysts (3a-3g) in the intramolecular Friedel-Crafts alkylation reaction for the first time. N-triflylphosphoramide (3g) provided the synthesis of some novel substituted 9-arylxanthenes with excellent yields at room temperature within 15 minutes.

引用

页码：16644 / 16649

页数：6

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