Engaging thieno[2,3-b]indole-2,3-dione for the efficient synthesis of spiro[indoline-3,4′-thiopyrano[2,3-b]indole] by reaction withN-substituted isatilidenes

A simple and efficient method, proceeding through a new mechanistic pathway, for the synthesis of spiro[indoline-3,4-thiopyrano[2.3-b]indole derivatives have been developed by exploiting the reaction of thieno[2,3-b]indole-2,3-dione with N-substituted isatilidenes. The compounds synthesized have been screened for antibacterial activity. The generality of the reaction and mechanistic rationale are presented.

Automated summary

A simple and efficient method has been developed for the synthesis of spiro[indoline-3,4-thiopyrano[2.3-b]indole derivatives through a new mechanistic pathway involving the reaction of thieno[2,3-b]indole-2,3-dione with N-substituted isatilidenes. The synthesized compounds have been screened for antibacterial activity, with the generality of the reaction and mechanistic rationale also presented.