Approach to the Blues: A Highly Flexible Route to the Azulenes | Zendy

Carret Sébastien | Zendy; Blanc Aurélien | Zendy; Coquerel Yoann | Zendy; Berthod Mikaël | Zendy; Greene Andrew E. | Zendy; Deprés JeanPierre | Zendy

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Approach to the Blues: A Highly Flexible Route to the Azulenes

Author(s) -

Carret Sébastien,

Blanc Aurélien,

Coquerel Yoann,

Berthod Mikaël,

Greene Andrew E.,

Deprés JeanPierre

Publication year - 2005

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200501276

Subject(s) - blues , ring (chemistry) , chemistry , cycloaddition , dimethylformamide , palette (painting) , organic chemistry , computer science , art , solvent , catalysis , art history , operating system

A palette of blues : Chlorobicyclo[5.3.0]decatrienones are readily prepared from cycloheptatrienes by cycloaddition of dichloroketene, ring expansion with a diazoalkane, and dehydrochlorination in dimethylformamide. These compounds are used as intermediates in the regiocontrolled synthesis of a wide variety of natural and nonnatural azulenes (see scheme).

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