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

[Image: see text] 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.

Detalles Bibliográficos
Autores principales: Fukuhara, Shintaro, Yugandar, Somaraju, Fuse, Shinichiro, Nakamura, Hiroyuki
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644211/
https://www.ncbi.nlm.nih.gov/pubmed/31458282
http://dx.doi.org/10.1021/acsomega.8b03114
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author Fukuhara, Shintaro
Yugandar, Somaraju
Fuse, Shinichiro
Nakamura, Hiroyuki
author_facet Fukuhara, Shintaro
Yugandar, Somaraju
Fuse, Shinichiro
Nakamura, Hiroyuki
author_sort Fukuhara, Shintaro
collection PubMed
description [Image: see text] 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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spelling pubmed-66442112019-08-27 Synthesis of 3-Hydroxy-4-Substituted Picolinonitriles from 4-Propargylaminoisoxazoles via Stepwise and One-Pot Isoxazolopyridine Formation/N–O Bond Cleavage Sequence Fukuhara, Shintaro Yugandar, Somaraju Fuse, Shinichiro Nakamura, Hiroyuki ACS Omega [Image: see text] 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. American Chemical Society 2018-12-03 /pmc/articles/PMC6644211/ /pubmed/31458282 http://dx.doi.org/10.1021/acsomega.8b03114 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Fukuhara, Shintaro
Yugandar, Somaraju
Fuse, Shinichiro
Nakamura, Hiroyuki
Synthesis of 3-Hydroxy-4-Substituted Picolinonitriles from 4-Propargylaminoisoxazoles via Stepwise and One-Pot Isoxazolopyridine Formation/N–O Bond Cleavage Sequence
title Synthesis of 3-Hydroxy-4-Substituted Picolinonitriles from 4-Propargylaminoisoxazoles via Stepwise and One-Pot Isoxazolopyridine Formation/N–O Bond Cleavage Sequence
title_full Synthesis of 3-Hydroxy-4-Substituted Picolinonitriles from 4-Propargylaminoisoxazoles via Stepwise and One-Pot Isoxazolopyridine Formation/N–O Bond Cleavage Sequence
title_fullStr Synthesis of 3-Hydroxy-4-Substituted Picolinonitriles from 4-Propargylaminoisoxazoles via Stepwise and One-Pot Isoxazolopyridine Formation/N–O Bond Cleavage Sequence
title_full_unstemmed Synthesis of 3-Hydroxy-4-Substituted Picolinonitriles from 4-Propargylaminoisoxazoles via Stepwise and One-Pot Isoxazolopyridine Formation/N–O Bond Cleavage Sequence
title_short Synthesis of 3-Hydroxy-4-Substituted Picolinonitriles from 4-Propargylaminoisoxazoles via Stepwise and One-Pot Isoxazolopyridine Formation/N–O Bond Cleavage Sequence
title_sort synthesis of 3-hydroxy-4-substituted picolinonitriles from 4-propargylaminoisoxazoles via stepwise and one-pot isoxazolopyridine formation/n–o bond cleavage sequence
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6644211/
https://www.ncbi.nlm.nih.gov/pubmed/31458282
http://dx.doi.org/10.1021/acsomega.8b03114
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