Simultaneous diversity-oriented synthesis of diverse benzo[d][1,3]thiazine libraries from identical substrates.

[Display omitted] Using o -isothiocyanato-(E)-cinnamaldehydes as powerful and versatile precursors, a facile domino reaction for the simultaneous formation of a compound library similar to natural products 3,4-dihydroquinazoline derivatives and 2,4-dihydro-1 H -benzo[ d ][1,3]thiazine derivatives has been developed. The domino reaction of o -isothiocyanato- (E)-cinnamaldehydes with hydroxylamine resulted in the simultaneous formation of N/S- heterocycles and N/N -heterocycles, generating six classes of previously unknown 2,4-dihydro-1 H -benzo[ d ][1,3]thiazine derivatives with various functional groups. This strategy is a typical example of diversity-oriented synthesis method. [ABSTRACT FROM AUTHOR]