Mild and efficient synthesis and base-promoted rearrangement of novel isoxazolo[4,5-b]pyridines

Mild and efficient synthesis and base-promoted rearrangement of novel isoxazolo[4,5-b]pyridines Full article

Journal

Beilstein Journal of Organic Chemistry
ISSN: 2195-951X , E-ISSN: 1860-5397

Output data

Year: 2024, Volume: 20, Pages: 1069-1075 Pages count : 7 DOI: 10.3762/bjoc.20.94

Authors

Nikol’skiy Vladislav V ¹ , Minyaev Mikhail E ¹ , Bastrakov Maxim A ¹ , Starosotnikov Alexey M ¹

Affiliations

1	Institute of Organic Chemistry RAS, Leninsky prosp. 47, 119991 Moscow, Russia

An efficient method for the synthesis of isoxazolo[4,5-b]pyridines has been developed on the basis of readily available 2-chloro-3-nitropyridines via the intramolecular nucleophilic substitution of the nitro group as a key step. The previously unknown base-promoted Boulton–Katritzky rearrangement of isoxazolo[4,5-b]pyridine-3-carbaldehyde arylhydrazones into 3-hydroxy-2-(2-aryl[1,2,3]triazol-4-yl)pyridines was observed.

Nikol’skiy V.V. , Minyaev M.E. , Bastrakov M.A. , Starosotnikov A.M.
Mild and efficient synthesis and base-promoted rearrangement of novel isoxazolo[4,5-b]pyridines
Beilstein Journal of Organic Chemistry. 2024. V.20. P.1069-1075. DOI: 10.3762/bjoc.20.94 WOS Scopus OpenAlex

Web of science:	WOS:001225520600001
Scopus:	2-s2.0-85194357226
OpenAlex:	W4396896664

DB	Citing
OpenAlex	5
Scopus	4
Web of science	5