Part II: nitroalkenes in the synthesis of heterocyclic compounds

Abstract

This part (part II) is devoted to 6-membered heterocycles that are synthesized from nitroalkenes as the key substrates. These compounds can be simply accessible to form nitroalkenes and C, O, N or S-nucleophiles bearing a suitable leaving group via a wide variety of reactions such as Michael addition, hetero-Diels–Alder reaction and many cascade/domino/tandem reactions. Synthesis of six-membered saturated heterocycles such as piperidines, tetrahydropyrans, piperidinones, piperazines, tetrahydro-1,2-oxazines and thiopyrans are conveniently accessible using nitroalkenes. Also synthesis of fused 6-membered heterocycles with contiguous chiral centers, synthesis of sugar based heterocycles and aromatic heterocycles such as pyridine, pyrimidine, quinoline and quinoxaline from nitroalkenes are also presented in this part of our review.