Access to 2-arylquinazolines <i>via</i> catabolism/reconstruction of amino acids with the insertion of dimethyl sulfoxide
Jin‐Tian Ma, Li‐Sheng Wang, Zhi Chai, Xin-Feng Chen, Bo‐Cheng Tang, Xiang‐Long Chen, Cai He, Yan‐Dong Wu, An‐Xin Wu
Abstract
Quinazoline skeletons are synthesized by amino acid catabolism/reconstruction combined with the insertion/cyclization of dimethyl sulfoxide for the first time. The amino acid acts as a carbon and nitrogen source through HI-mediated catabolism and is then reconstructed using aromatic amines and dimethyl sulfoxide (DMSO) as a one-carbon synthon. This protocol is of great significance for the further study of the conversion of amino acids.
Topics & Concepts
Dimethyl sulfoxideCatabolismSulfoxideQuinazolineChemistryAmino acidCombinatorial chemistryBiochemistryMetabolismOrganic chemistryQuinazolinone synthesis and applicationsSynthesis and Catalytic ReactionsAdvanced Synthetic Organic Chemistry