Synthesis of Fluorinated Tricyclic Scaffolds by Intramolecular [2+2] Photocycloaddition Reactions | Zendy

Fort Diego A. | Zendy; Woltering Thomas J. | Zendy; Nettekoven Matthias | Zendy; Knust Henner | Zendy; Bach Thorsten | Zendy

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Synthesis of Fluorinated Tricyclic Scaffolds by Intramolecular [2+2] Photocycloaddition Reactions

Author(s) -

Fort Diego A.,

Woltering Thomas J.,

Nettekoven Matthias,

Knust Henner,

Bach Thorsten

Publication year - 2012

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.201204080

Subject(s) - intramolecular force , yield (engineering) , chemistry , tricyclic , fluorine , product (mathematics) , combinatorial chemistry , stereochemistry , organic chemistry , mathematics , materials science , geometry , metallurgy

Fabulous Fluorine : The synthesis of fluorinated products 1 and 2 by [2+2] photocycloaddition was readily feasible after optimization of the irradiation conditions. The electron‐deficient trifluoroolefin unit reacted intramolecularly to products 1 (nine examples, d.r.>95:5). The reaction was also investigated after modification of position 2 of the side chain both with one or two fluoro substituents (e.g. to yield product 2 ).

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