Efficient one-pot catalyst-free synthesis of novel coumarin- spiro[indoline-3,4'-pyran] conjugates via three-component domino reaction in aqueous medium
A metal- and catalyst-free photoinduced radical
cascade hydroalkylation of 1,7-enynes has been
disclosed. The process is triggered by a SET event involving a photoexcited
electron-donor-aceptor complex between NHPI ester and Hantzsch ester, which
decomposes to afford a tertiary radical that is readily trapped by the enyne. <a>The method provides an operationally simple, robust and
step-economical approach to the construction of diversely functionalized
dihydroquinolinones bearing quaternary-centers. A sequential one-pot hydroalkylation-isomerization
approach is also allowed giving access
to a family of quinolinones. A wide substrate scope and high functional group tolerance was observed in both approaches</a>.
Abstract::
An efficient method has been developed for the synthesis of new pyrano[3,2-c] and pyrano[3,2-a]carbazole de-rivatives via a three component reaction of 4-hydroxycarbazole or 2-hydroxycarbazole, isocyanides, and dialkylacetylenedi-carboxylates. Noteworthy features of this protocol include mild reaction conditions, catalyst-free, high atom-economy and high yields.