Heck反应合成1，3取代吲哚衍生物.pdf

摘要摘要本文介绍了吲哚衍生物的用途,应用前景,研究现状。综述了利用Heck反应合成吲哚衍生物的方法。基于分子内Heck反应合成吲哚法的优点,近年来如何利用这种手段来合成 1,,也获得了很大的成果。但是如何由邻卤苯胺为原料,经磺酰化或乙酰化,烃化,分子内Heck反应等一系列反应合成l,,在此我们研究了以邻卤苯胺和烯丙基溴为原料,。在反应的过程中,制备了合成l。—-。我们还对整个反应条件进行了详细的探索,找出了较适宜的反应溶剂及原料的物质的量之比。对重要中间体和目标产物的结构进行了表征。测试结果表明所得中间体为 -N.()-、-N.()-、N一烯丙基-N.().-N.().乙酰胺; 。关键词:吲哚;邻卤苯胺;烯丙基溴;Heck反应;酰化;烃化;合成 Abstract ABSTRACT The application,the prospect,the present research situation,and themain routes of synthesizing indolederivatives,especially theways ofsynthesizing indole derivatives by Heck reaction were introduced inthispaper. Because ofthe great virtueofsynthesizing indolederivatives by Heck is attractmany attention thathow tosynthesis indole derivativesby ithad gained many itisstill aproblem thathow tosynthesis indole derivatives with 2-halogen phenylamine and allyl 、alkylation and intramoleeular Heck ,we synthesized 3-methyl-1·tosyl-1H—indole and I-(3-methyl-1H-indol·1-y1)ethanone through acylation、 alkylation and intramolecularHeck reaction with2-halogen phenylamine andallyl this process,we also synthesized thekey intermediates in the synthesis of indole derivatives--N—allyl一2-Halogen Phenylamine have exploitated the reaction conditions indetail,found outsatisfactory reaction solventand themolar ratioofreactants have beendiscovered. Their structures were characterized byIR、1H- pound isN-allyl-N一(2一iodophenyl)·4一methylbenzenesulfonamide、N-allyl一(2一io— d-ophenyl)acetamide、N-allyi-N-r2一bromophanyl)-4-methylbenzenesulfonamide and N-allyl-N一(2-bromophenyl)acetamide;the pound is3-methyl一1-tosyl一1H-i— ndoleand1-(3一methyl-1H—indol-1-y1)ethanone. Key words:indole;2-halogen phenylamine;allyl bromide;Heck reaction;acylation; alkylation;synthesis 学位论文独创性声明学位论文独