Study On Conversion Reaction Of 2-diarylindolylmethanols

In this thesis,we mainly studied the regioselective C-H functionalization,C-H functionalization/cyclization cascade and conversion of C-O bond into C-N bond on the basis of 2-diarylindolylmethanol substrate under mild reaction conditions.Several efficient methods for the construction of indole derivatives had been developed.The whole work involved three parts as follow:In the first part,a novel Ag(I)-Promoted site-selective 1,7-disulfonyflation reaction of 2-diarylindolylmethanols with sodium sulfinates was described.A class of 2-(diarylmethyl)indole derivatives containing diarylsulfone moieties were efficiently synthesized.In the second part,a new synthesis of quindoline derivatives promoted by Mn(III)/p-toluenesulfonic acid via dehydroxylation/azidation/cyclization cascade of 2-diarylindolylmethanols with trimethylsilyl azide was developed.A series of 1 1-arylquindolines were synthesized in good yields.In the third part,the reaction of 2-diarylindolylmethanols with sulfonyl hydrazide was studied.The conversion of C-O bond of 2-diarylindolylmethanols to C-N bond was realized without any catalysts.By using the obtained product,a potentially bioactive compound contaning 2-(diarylmethyl)indole skeleton was synthesized..