A facile approach to 6-amino-2H-pyrano[2,3-g]isoquinolin-2-ones via a sequential Sonogashira coupling of 6-cyanoumbelliferone triflate and annulations with amines

A facile approach to 6-amino-2H-pyrano[2,3-g]isoquinolin-2-ones via a sequential Sonogashira coupling of 6-cyanoumbelliferone triflate and annulations with amines Full article

Journal

Synthetic Communications
ISSN: 0039-7911 , E-ISSN: 1532-2432

Output data

Year: 2019, Volume: 49, Number: 23, Pages: 3301-3310 Pages count : 10 DOI: 10.1080/00397911.2019.1661480

Tags

Alkynes; Click chemistry; coumarin; heterocyclization; Sonogashira reaction

Authors

Lipeeva Alla V. ¹ , Shakirov Makhmut M. ¹ , Shults Elvira E. ^1,2

Affiliations

1	(Данные Web of science) Russian Acad Sci, Siberian Branch, Novosibirsk Inst Organ Chem, Med Chem Dept, Lavrentev Ave 9, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Chem Dept, Novosibirsk, Russia

Palladium-catalyzed synthesis of 2H-pyrano[2,3-g]isoquinolinones have been described from easily accessible precursor 6-cyanoumbelliferone triflate via sequential of Sonogashira coupling and the following annulations with several primary alkylamines under basic conditions The so obtained 6-propargylamino-2H-pyrano[2,3-g]isoquinolinones were involved in the CuAAC reaction with 2-azidobenzoic acid for obtaining 2H-pyrano[2,3-g]isoquinoline-benzoic acid hybrid compounds containing a 1,2,3-triazole linker.

Lipeeva A.V. , Shakirov M.M. , Shults E.E.
A facile approach to 6-amino-2H-pyrano[2,3-g]isoquinolin-2-ones via a sequential Sonogashira coupling of 6-cyanoumbelliferone triflate and annulations with amines
Synthetic Communications. 2019. V.49. N23. P.3301-3310. DOI: 10.1080/00397911.2019.1661480 WOS Scopus РИНЦ

Published online:	Sep 13, 2019
Published print:	Dec 2, 2019

Web of science	WOS:000486553400001
Scopus	2-s2.0-85074289643
Elibrary	41667444
OpenAlex	W2973018959