1,2-Benzoxathiin-4(3H)-one 2,2-dioxide - new enol nucleophile in three-component interaction with benzaldehydes and active methylene nitriles.

ABSTRACT: The reactivity of 1,2-benzoxathiin-4(3H)-one 2,2-dioxide was studied in multicomponent type reactions for the first time, namely, in a three-component interaction with active methylene nitriles and aromatic aldehydes in order to construct condensed 2-amino-4H-pyran derivatives. The reaction outcome strongly depended on the nature of an active methylene nitrile and an arenecarbaldehyde. Application of malononitrile resulted in novel 2-amino-4-aryl-4H-pyrano[3,2-c][1,2]benzoxathiine-3-carbonitrile 5,5-dioxides in most cases, whereas the utilization of ethyl cyanoacetate resulted in a complex mixture of products. In the last case, three different products were isolated depending on the arenecarbaldehyde used, namely ethyl 2-amino-4-aryl-4H-pyrano[3,2-c

SUBMITTER: Grygoriv GV 

PROVIDER: S-EPMC9089229 | biostudies-literature | 2018 Nov

REPOSITORIES: biostudies-literature