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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 49, 2019 - Issue 24
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Synthetic Communications Reviews

Convenient synthesis and anti-proliferative activity of some benzochromenes and chromenotriazolopyrimidines under classical methods and phase transfer catalysis

Amira T. AliFaculty of Science, Chemistry Department, Ain Shams University, Cairo, Egypt
&
Mohamed H. HekalFaculty of Science, Chemistry Department, Ain Shams University, Cairo, EgyptCorrespondence[email protected]
Pages 3498-3509 | Received 22 Aug 2019, Published online: 14 Oct 2019
 
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Abstract

A new series of benzochromene, benzochromenopyrimidine, and benzotriazolopyrimdine derivatives 3-10 were prepared via reaction of ethyl formimidate 2 with primary amines such as sulfanilamide, cyclohexylamine, 3-aminopyridine, 4-aminoantipyrine in addition to its reactions with different acid hydrazides. Compound 5 was further allowed to react with different C-electrophiles by classical and phase transfer catalysis conditions to get novel chromenotriazolopyrimidine derivatives. Screening of the antitumor activity in some of the newly synthesized compounds was tested in vitro against a panel of two human tumor cell lines namely HepG2 and HCT-116 cell lines. Compounds 4, 7, 8, 10, and 20 showed remarkable broad-spectrum antitumor activity.

Graphical Abstract

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