Academy of Scientific and Innovative Research (AcSIR) , New Delhi 110025 , India.
Department of Medicinal Chemistry , National Institute of Pharmaceutical Education and Research (NIPER) , Hyderabad 500 037 , India.
Org Lett. 2018 Jun 15;20(12):3639-3642. doi: 10.1021/acs.orglett.8b01417. Epub 2018 Jun 6.
A novel efficient one-pot regioselective ring-expansion reaction of isatins with in situ generated α-aryl/heteroaryldiazomethanes for the construction of viridicatin alkaloids has been described under metal-free conditions. The utility of this protocol is further demonstrated in the synthesis of naturally occurring viridicatin, viridicatol, and substituted 3- O-methyl viridicatin and their scale up.
一种新型高效的、一锅法、区域选择性的色满酮与原位生成的α-芳基/杂芳基重氮甲烷的环扩张反应,用于构建绿原酸生物碱,在无金属条件下进行了描述。该方案的实用性在天然绿原酸、绿原醇、取代的 3-O-甲基绿原酸及其规模化合成中得到了进一步证明。