The Synthesis Of 1,3-Indoles By Heck Reaction

The application, the prospect, the present research situation, and the main routes of synthesizing indole derivatives, especially the ways of synthesizing indole derivatives by Heck reaction were introduced in this paper.Because of the great virtue of synthesizing indole derivatives by Heck reaction. It is attract many attention that how to synthesis indole derivatives by this methods. And it had gained many progress. But it is still a problem that how to synthesis indole derivatives with 2-halogen phenylamine and allyl bromide, via acylation,alkylation and intramolecular Heck reaction. Hereon, we synthesized 3-methyl-1-tosyl-1H-indole and 1-(3-methyl-1H-indol-1-yl)ethanone through acylation,alkylation and intramolecular Heck reaction with 2-halogen phenylamine and allyl bromide. In this process, we also synthesized the key intermediates in the synthesis of indole derivatives—N-allyl-2-Halogen Phenylamine Derivatives. We have exploitated the reaction conditions in detail, found out satisfactory reaction solvent and the molar ratio of reactants have been discovered.Their structures were characterized by IR,~1H-NMR. The important intermediate compound is N-allyl-N-(2-iodophenyl)-4-methylbenzenesulfonamide,N-allyl-(2-iod-ophenyl)acetamide,N-allyl-N-(2-bromophenyl)-4-methylbenzenesulfonamide and N-allyl-N-(2-bromophenyl)acetamide; the target compound is 3-methyl-1-tosyl-1H-indole and 1-(3-methyl-1H-indol-1-yl)ethanone.