A practical and general diels-alder reaction of pentafulvenes with arynes

Sachin Suresh Bhojgude; Trinadh Kaicharla; Anup Bhunia; Akkattu T. Biju

doi:10.1021/ol301742k

A practical and general diels-alder reaction of pentafulvenes with arynes

Sachin Suresh Bhojgude, Trinadh Kaicharla, Anup Bhunia, Akkattu T. Biju

Research output: Contribution to journal › Article › peer-review

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Abstract

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.

Original language	English (US)
Pages (from-to)	4098-4101
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	16
DOIs	https://doi.org/10.1021/ol301742k
State	Published - Aug 17 2012
Externally published	Yes

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10.1021/ol301742k

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abstract = "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.",

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year = "2012",

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journal = "Organic Letters",

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T1 - A practical and general diels-alder reaction of pentafulvenes with arynes

AU - Bhojgude, Sachin Suresh

AU - Kaicharla, Trinadh

AU - Bhunia, Anup

AU - Biju, Akkattu T.

PY - 2012/8/17

Y1 - 2012/8/17

N2 - 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.

AB - 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.

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JF - Organic Letters

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A practical and general diels-alder reaction of pentafulvenes with arynes

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