Malo Sidhartha, Santra Supriyo, Saha Jayanta, Ghosh Debashree, Das Indrajit
CSIR-Indian Institute of Chemical Biology, Organic and Medicinal Chemistry Division, Kolkata 700032, West Bengal, India.
Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India.
Chem Commun (Camb). 2024 Oct 24;60(86):12545-12548. doi: 10.1039/d4cc03484h.
Herein, we report that triplet vinylnitrenes with 1,3-biradical character can directly participate in photocycloaddition reactions with olefins to produce single diastereomers of the corresponding 1-pyrrolines under 420 nm LEDs in acetonitrile solvent. Moreover, a one-pot method has been developed to produce pyrroles directly through photocycloaddition and oxidation sequences. The excited state of the substrate olefin can sensitize vinyl azide energy transfer, eliminating the need for an external photocatalyst or sensitizer.
在此，我们报道具有1,3 - 双自由基特征的三线态乙烯基氮宾能在乙腈溶剂中，于420 nm发光二极管照射下直接与烯烃发生光环加成反应，生成相应1 - 吡咯啉的单一非对映异构体。此外，还开发了一种一锅法，通过光环加成和氧化序列直接制备吡咯。底物烯烃的激发态能敏化叠氮乙烯的能量转移，无需外部光催化剂或敏化剂。
