Synthesis of 1,2,3-Trisubstituted Cyclopentannulated Benzothiophenes through an Acid-Mediated, Solvent-Free, One-Pot Domino Process

被引：16

作者：

Satpathi, Bishnupada ^{[1
]}

Dhiman, Seema ^{[1
]}

Ramasastry, S. S. V. ^{[1
]}

机构：

[1] Indian Inst Sci Educ & Res IISER Mohali, Dept Chem Sci, Mohali 140306, Punjab, India

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 2014卷 / 10期

关键词：

Sulfur heterocycles; Domino reactions; Fused-ring systems; Annulation; BrOnsted acids; REARRANGEMENTS; DERIVATIVES; CYCLIZATION;

D O I：

10.1002/ejoc.201400008

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of 1,2,3-trisubstituted cyclopenta[b]thiophenes was achieved through a BrOnsted acid mediated domino process under solvent-free conditions. In this one-pot process, benzothienylation of 1,3-dicarbonyls follows an intramolecular aldol-type reaction leading to the generation of functionalized and highly substituted annulated benzothiophenes. This class of compounds find potential applications in molecular electronics and exhibit significant biological activities. A brief theoretical investigation established a significant relationship between the energy of the regioisomers and their distribution.

引用

页码：2022 / 2026

页数：5

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