Synthesis of 3-Hydroxy-4-Substituted Picolinonitriles from 4-Propargylaminoisoxazoles via Stepwise and One-Pot Isoxazolopyridine Formation/N–O Bond Cleavage Sequence | Zendy

Shintaro Fukuhara | Zendy; Somaraju Yugandar | Zendy; Shinichiro Fuse | Zendy; Hiroyuki Nakamura | Zendy

Open Access

Synthesis of 3-Hydroxy-4-Substituted Picolinonitriles from 4-Propargylaminoisoxazoles via Stepwise and One-Pot Isoxazolopyridine Formation/N–O Bond Cleavage Sequence

Author(s) -

Shintaro Fukuhara,

Somaraju Yugandar,

Shinichiro Fuse,

Hiroyuki Nakamura

Publication year - 2018

Publication title -

acs omega

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.779

H-Index - 40

ISSN - 2470-1343

DOI - 10.1021/acsomega.8b03114

Subject(s) - bond cleavage , cleavage (geology) , chemistry , stereochemistry , sequence (biology) , catalysis , medicinal chemistry , organic chemistry , biology , biochemistry , fracture (geology) , paleontology

A unique synthetic approach to 3-hydroxy-4-substituted picolinonitriles is achieved via gold(I)-catalyzed cyclization of 4-propargylaminoisoxazoles and subsequent N-O bond cleavage of isoxazolopyridines under mild reaction conditions in a stepwise and one-pot fashion.

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