有机化学 ›› 1993, Vol. 13 ›› Issue (3): 305-306. 上一篇    下一篇

研究论文

吲哚并喹嗪衍生物的立体选择性合成

彭师奇;董颖;WINTERFELDT,E   

  1. 北京医科大学;Hannover大学有机化学研究所
  • 发布日期:1993-06-25

The stereoselective synthesis of indoloquinolizines

PENG SHIQI;DONG YING;WINTERFELDT,E   

  • Published:1993-06-25

用锂铝氢四还原卟啉得到卟啉醇,它与甲乙酮反应得相应的羟甲基氨基酮,在相转移条件下,它能被转化成光学纯吲哚并喹嗪衍生物.列出了环化机理的反应流程.

关键词: 环化, 相转移, 立体选择性, 氢化锂铝, 吲哚并喹嗪, 卟啉

Carboline I (R = CO2Me, R1 = H) was reduced by LiAlH4 to I (R = CH2OH, R1 = H) which was treated with MeCOCH:CH2 to give I (R = CH2OH, R1 = CH2CH2COMe). The latter compound was cyclized on treatment with AcCl under phase-transfer conditions to give the indoloquinolizine II. Intermediates in the cyclization were isolated and suggest the mechanism of the reaction.

Key words: STEREOSELECTIVITY, INDOLOQUINOLIZINE, CYCLIZATION, LITHIUM ALUMINIUM HYDRIDE, PORPHYRIN

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