Luo Haotian, Wang Junjian, Tian Rongqiang, Duan Zheng
College of Chemistry, Green Catalysis Center, International Phosphorus Laboratory, Zhengzhou University, Zhengzhou, 450001, P. R. China.
Chemistry. 2023 Sep 26;29(54):e202301898. doi: 10.1002/chem.202301898. Epub 2023 Aug 24.
The heavier main group multiple bonds offer an effective tool for small molecule activation. Transient 2H-phosphinidole working as a reactive phosphadiene system undergoes phospha-Diels-Alder reaction with a wide range of non-activated aromatic carbocycles and heterocycles, including naphthalene, anthracene, phenanthrene, furan, thiophene, pyrrole, pyridine, and benzo-fused heterocycles, affording concise access to a range of polycyclic fused rings feature with phosphorus at the bridgehead. These results demonstrate that non-activated (hetero)arenes are capable of acting as 2π systems in [4+2] cycloaddition with highly reactive 2H-phosphindole complex.
