Three-Component Reaction of Triphenylphosphine,Dialkyl Acetylenedicarboxylate,and 2-Aminothiazole or 2-Aminobenzothiazole in the Presence of Arylglyoxals: An Efficient One-Pot Synthesis of Highly Functionalized Pyrroles

A new and efficient one-pot synthesis of polysubstituted pyrrole derivatives by three-component reaction of dialkyl acetylenedicarboxylates, triphenylphosphine, 2-aminothiazole or 2-aminobenzothiazole in the presence of arylglyoxals is described. The reactions were performed in dichloromethane at room temperature and neutral conditions and afforded good yields of products.     

Neighboring lithium-assisted [1,2]-Wittig rearrangement: practical access to diarylmethanol-based 1,4-diols and optically active BINOL derivatives with axial and sp3-central chirality

A facile and practical methodology for the synthesis of synthetically useful diarylmethanol‐based 1,4‐diols and enantiomerically pure BINOL‐derived diols with axial and sp³‐central chirality has been developed through neighboring lithium‐promoted [1,2]‐Wittig rearrangement. The chirality transfer process shows a broad substrate scope in terms of the aromatic ether substituent, which allows access to a broad of range of chiral 1,1′‐binaphthalene‐2‐α‐arylmethanol‐2′‐ols with excellent enantioselectivities (>99 % enantiomeric excess) and yields (84–96 %). This should be considered as an available and attractive chiral source to design and prepare privileged ligands or catalysts.