Cascade Formation of Isoxazoles: Facile Base‐Mediated Rearrangement of Substituted Oxetanes | Zendy

Burkhard Johannes A. | Zendy; Tchitchanov Boris H. | Zendy; Carreira Erick M. | Zendy

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Cascade Formation of Isoxazoles: Facile Base‐Mediated Rearrangement of Substituted Oxetanes

Author(s) -

Burkhard Johannes A.,

Tchitchanov Boris H.,

Carreira Erick M.

Publication year - 2011

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.201100260

Subject(s) - isoxazole , cascade , computer science , base (topology) , scheme (mathematics) , reagent , combinatorial chemistry , nitro , sequence (biology) , chemistry , medicinal chemistry , organic chemistry , mathematics , chromatography , mathematical analysis , biochemistry , alkyl

Give me five! Nitro compounds and oxetan‐3‐one react through an intriguing cascade sequence to give isoxazole‐4‐carbaldehydes using inexpensive reagents in a one‐pot procedure (see scheme; Ms=methanesulfonyl). A variety of 3‐substituted isoxazole‐4‐carbaldehydes were obtained in high overall yields.

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