NITROGEN-CONTAINING HETEROCYCLIC COMPOUNDS AND METHODS OF MAKING THE SAME

摘要

The present invention relates to 7-membered nitrogen-containing heterocyclic compounds and methods of making the same. Using a novel aza-[4+3] cycloaddition reaction, the 7-membered heterocyclic compounds are synthesized by reacting a first reactant and a second reactant. Exemplary first reactants and second reactants include α-halohydroxamates and dienes, respectively.

主权项

1. A heterocyclic compound represented by structural Formula (I):wherein
R1 and R2 are the same or different and are independently selected from hydrogen, halide, a substituted or un-substituted alkyl, acyl, aryl, alkaryl, alkenyl, alkynyl, cycloalkyl, heteroalkyl, heterocycle, amino, amido, alkoxy, acyloxy, thio, or silyl, or R1 and R2 in combination form a cycloalkyl or a heterocycle; R3 is a substituted or unsubstituted alkyl, aryl, alkaryl, alkenyl, alkynyl, cycloalkyl, heteroalkyl, heterocycle, sulfinyl, sulfonyl, or silyl; R4 and R6 are the same or different and are independently selected from hydrogen, halide, a substituted or un-substituted alkyl, acyl, aryl, alkaryl, alkenyl, alkynyl, cycloalkyl, heteroalkyl, heterocycle, amino, amido, alkoxy, acyloxy, thio, or silyl; R5 and R7 combine to form a bridging moiety in a cyclic substructure, the bridging moiety including at least one of carbon, oxygen, nitrogen, or sulfur, wherein optionally R4 or R5 are covalently bonded to R1 or R2, or wherein optionally R6 or R7 are covalently bonded to R3; R8 and R9 are the same or different and are independently selected from hydrogen, halide, a substituted or un-substituted alkyl, acyl, aryl, alkaryl, alkenyl, alkynyl, cycloalkyl, heteroalkyl, heterocycle, amino, amido, alkoxy, acyloxy, thio, or silyl, or R8 and R9 combine to form a carbon-containing cyclic substructure; and Y is O, S, SO, or NR10, wherein R10 is a hydrogen, acyl, a substituted or unsubstituted alkyl, aryl, alkaryl, alkenyl, alkynyl, cycloalkyl, heteroalkyl, heterocycle, sulfinyl, sulfonyl, or silyl; wherein optionally R10 is covalently bonded to R6 or R7.