REGIOSELECTIVE SYNTHESIS OF SOME NOVEL PHOSPHONOPYRAZOLE, PHOSPHONOPYRIMIDINE AND PHOSPHONODIAZEPINE COMPOUNDS CONTAINING COUMARIN RING

- A convenient regioselective synthesis of some novel phosphono-pyrazole, phosphonopyrimidine and phosphonodiazepine derivatives containing a coumarin ring, was designed. The methodology involves one-pot reaction of 3-(2-bromoacetyl)-2H-chromen-2-one (1) with dimethylformamide dimethyl acetal and di...

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Bibliographic Details
Published inHeterocycles Vol. 104; no. 9; pp. 1573 - 1583
Main Authors Ali, Tarik E., Assiri, Mohammed A.
Format Journal Article
LanguageEnglish
Published Tokyo Japan Inst Heterocyclic Chemistry 01.09.2022
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
PHOSPHORUS
DESIGN
PHOSPHONATES
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Summary:- A convenient regioselective synthesis of some novel phosphono-pyrazole, phosphonopyrimidine and phosphonodiazepine derivatives containing a coumarin ring, was designed. The methodology involves one-pot reaction of 3-(2-bromoacetyl)-2H-chromen-2-one (1) with dimethylformamide dimethyl acetal and diethyl phosphite to give diethyl [2-bromo-3-oxo-3-(2-oxo-2H-chromen-3-yl)prop-1-en-1-yl]phosphonate (2). The successful heterocyclization of substrate 2 with 1,2-, 1,3-and 1,4-diamine reagents afforded the target products in moderate to good yields.
ISSN:0385-5414
1881-0942
DOI:10.3987/COM-22-14685