RESUMO
Enantioselective phosphination and hydrophosphonylation reactions between azomethine imines and diarylphosphine oxides or dialkyl phosphites were respectively developed by the use of a chiral squaramide as the hydrogen bonding organocatalyst, which afforded two types of phosphorus containing product in high yields with good to excellent enantioselectivities.
Assuntos
Compostos Azo/química , Ciclobutanos/química , Iminas/química , Fosfinas/química , Sulfonamidas/química , Tiossemicarbazonas/química , Catálise , Ligação de Hidrogênio , Estrutura Molecular , Óxidos , EstereoisomerismoRESUMO
A formal thio [3 + 3]-cyclization catalyzed by a DPEN-derived chiral thiourea has been reported for the construction of optically active thiopyrano-indole annulated heterocyclic compounds in high yields with excellent enantioselectivities. The high reactivity between indoline-2-thione (keto-S) and 2-benzylidenemalononitrile has also been supported by density functional theory (DFT) calculations.