Efficient Solvent-Free Synthesis of Benzothiazine-Fused Pyrrolo[3,4-c]coumarins: Cycloaddition Reactions between Coumarin-Based Dihydrobenzothiazoles and Isocyanides

被引：11

作者：

Khoobi, Mehdi ^{[1
,2
,3
]}

Ramazani, Ali ^{[4
]}

Mahdavi, Mohammad ^{[5
,6
]}

Foroumadi, Alireza ^{[1
]}

Emami, Saeed ^{[2
,3
]}

Joo, Sang Woo ^{[7
]}

Slepokura, Katarzyna ^{[8
]}

Lis, Tadeusz ^{[8
]}

Shafiee, Abbas ^{[5
,6
]}

机构：

[1] Univ Tehran Med Sci, Drug Design & Dev Res Ctr, Tehran, Iran

[2] Mazandaran Univ Med Sci, Dept Med Chem, Fac Pharm, Sari, Iran

[3] Mazandaran Univ Med Sci, Pharmaceut Sci Res Ctr, Fac Pharm, Sari, Iran

[4] Univ Zanjan, Dept Chem, Zanjan, Iran

[5] Univ Tehran Med Sci, Dept Med Chem, Fac Pharm, Tehran 14176, Iran

[6] Univ Tehran Med Sci, Pharmaceut Sci Res Ctr, Tehran 14176, Iran

[7] Yeungnam Univ, Sch Mech Engn, Kyongsan 712749, South Korea

[8] Univ Wroclaw, Fac Chem, PL-50383 Wroclaw, Poland

来源：

HELVETICA CHIMICA ACTA | 2014年 / 97卷 / 06期

基金：

新加坡国家研究基金会;

关键词：

Benzothiazoles, 2,3-dihydro-; Coumarins; Cycloadditions; Isocyanides;

D O I：

10.1002/hlca.201300310

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new and unusual synthesis of benzothiazine-fused pyrrolo[3,4-c]coumarins, involving the ring-opening of coumarin-based dihydrobenzothiazoles and subsequent [4+1] cycloaddition reaction with isocyanides, was described. Thus, simple heating of various 3-(2,3-dihydro-2-methylbenzo[d]thiazol-2-yl) coumarins with isocyanides produced the title compounds in good yields under solvent-free conditions.

引用

页码：847 / 853

页数：7

共 18 条

[1] Recent developments in isocyanide based multicomponent reactions in applied chemistry [J].