Tandem [4+2]/[2+2] Cycloaddition Reactions Involving Indene or Benzofurans and Arynes

被引：55

作者：

Bhojgude, Sachin Suresh ^{[1
]}

Thangaraj, Manikandan ^{[1
]}

Suresh, Eringathodi ^{[2
,3
]}

Biju, Akkattu T. ^{[1
]}

机构：

[1] CSIR Natl Chem Lab CSIR NCL, Div Organ Chem, Pune 411008, Maharashtra, India

[2] Analyt Dept, Bhavnagar 364002, Gujarat, India

[3] Centralized Instrument Facil CSIR CSMCRI, Bhavnagar 364002, Gujarat, India

来源：

ORGANIC LETTERS | 2014年 / 16卷 / 13期

关键词：

DIELS-ALDER REACTION; KETENE SILYL ACETAL; CHEMICAL CARCINOGENESIS; ORGANIC-SYNTHESIS; PHENYL LITHIUM; BENZYNE; CHEMISTRY; BENZO<B>FLUORANTHENE; METABOLITES; DERIVATIVES;

D O I：

10.1021/ol501579d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of arynes with indene/benzofurans has been developed. The arynes were generated from 2(trimethylsilyl)aryl triflates by the fluoride-induced 1,2-elimination react with indene or various benzofurans proceeding via a cascade reaction involving the Diels-Alder reaction and a [2 + 2] cycloaddition reaction. The tandem process afforded functionalized dihydrobenzocyclobutaphenanthrenes in moderate to good yields. Moreover, the method has been utilized for the one-pot synthesis of benzo[b]fluoranthene.

引用

页码：3576 / 3579

页数：4