An efficient, large-scale synthesis of cytenamide

作者：Bedford Colin T^*

来源：Journal of Chemical Research, 2018, 42(3): 153-155.

DOI：10.3184/174751918X15218087557053

• cytenamide
• dibenzosuberenone
• 5H-dibenzo[a,d] cyclohepten-5-one
• 5H-5-chlorodibenzo[a,d] cycloheptene
• 5H-5-cyanodibenzo[a,d]cycloheptene
• 5H-dibenzo[a,d]cyclo heptene-5-carboxamide

Dibenzosuberenone (5H-dibenzo[a,d] cyclohepten-5-one) was reduced to the corresponding alcohol by sodium borohydride/MeOH and converted to the corresponding 5-chloro compound by thionyl chloride/benzene, treatment of which with CuCN/toluene gave the corresponding nitrile. Hydrolysis by ethanolic KOH yielded the corresponding amide, cytenamide (5H-dibenzo[a,d]cycloheptene-5carboxamide).

• 出版日期2018-3