摘要/Abstract

研究了金催化的基于1-炔基-1，2-二氢-2，3-二氮杂萘类底物的氧化/扩环反应，在以PPh₃AuNTf₂为催化剂8-甲基喹啉氮氧化物为氧化剂的条件下高效地合成了2，3-苯并二氮杂（艹卓）类化合物.该反应可能经历了α-羰基金卡宾的生成以及选择性的1，2-苯基迁移反应，而1，2-H和1，2-N迁移反应未观测到.我们还研究了2，3-苯并二氮杂（艹卓）类产物在FeCl₃存在下的转化反应，发现随着FeCl₃的用量的不同，可以分别生成吡唑及多并环类产物.
关键词: 金催化, 氧化, 扩环反应, 2,3-苯并二氮杂(艹卓)
A gold-catalyzed oxidative ring expansion of 1-alkynyl-1,2-dihydrophthalazines has been developed. The reaction was catalyzed by PPh₃AuNTf₂in the presence of 8-methylquinoline N-oxide as the oxidant, leading to 2,3-benzodiazepine derivatives with high efficiency. The reaction likely proceeds through the formation of α-carbonyl gold carbene and 1,2-migration of a phenyl group, while no 1,2-H and 1,2-N migration take place. Further transformation of 2,3-benzodiazepine products in the presence of FeCl₃ was also carried out, pyrazole and polyfused heterocycle were formed, respectively, through variation of the amounts of FeCl₃.
Key words: gold catalysis, oxidation, ring expansion, 2,3-benzodiazepine


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