01054nas a2200145   4500008004100000245009600041210006900137260000800206300001200214490000700226520051300233100002200746700001900768856012100787       2017                        eng d00aRearrangement of imine double bond in activated quinazolinones: synthesis of phaitanthrin E0 aRearrangement of imine double bond in activated quinazolinones s  cMAY  a527-5300 v563 aWolff-Kishner reduction of tryptanthrin to indoloquinazolinone followed by lithium diisorpropylamide induced acylation of the active methylene group with methyl chloroformate directly furnishes the phaitanthrin E in very good yield. Similar acylations of indoloquinazolinone have also been performed with four different acyl chlorides. In all examples, facile rearrangement of imine double bond from quinazolinone to indole moiety to form the corresponding alpha,beta-unsaturated carbonyl system is observed.1 aVaidya, Sagar, D.1 aArgade, N., P.  uhttps://library.ncl.res.in/content/rearrangement-imine-double-bond-activated-quinazolinones-synthesis-phaitanthrin-e