A Practical and General Diels-Alder Reaction of Pentafulvenes with Arynes

被引:52
作者
Bhojgude, Sachin Suresh [1 ]
Kaicharla, Trinadh [1 ]
Bhunia, Anup [1 ]
Biju, Akkattu T. [1 ]
机构
[1] CSIR NCL, Div Organ Chem, Pune 411008, Maharashtra, India
关键词
1,3-DIPOLAR CYCLOADDITION; ORGANIC-SYNTHESIS; CARBON-CARBON; SIGMA-BONDS; FULVENES; CHEMISTRY; BENZYNE; DERIVATIVES; EFFICIENT; BENZONORBORNADIENES;
D O I
10.1021/ol301742k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A high-yielding, versatile and practical Diels-Alder reaction of pentafulvenes with arynes under mild reaction conditions is reported. The aryne generated by the fluoride induced 1,2-elimination of 2-(trimethylsilyl)aryl triflates undergoes efficient cycloaddition with 6-substituted and 6,6-disubstituted pentafulvenes leading to the formation of benzonorbornadiene derivatives.
引用
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页码:4098 / 4101
页数:4
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