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Synthesis of Tetrahydroindolizino[8,7-b]indole Derivatives in the Presence of Fe(OTf)3 or CF3SO3H through Intramolecular Dearomatization of Indole
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2020-10-30 , DOI: 10.1021/acs.joc.0c02188
Hai-Lei Cui 1 , Si-Wei Liu 1, 2 , Xue Xiao 1, 2
Affiliation  

We have developed a convenient synthesis of tetrahydroindolizino[8,7-b]indole derivatives via intramolecular dearomatization of indole. Highly functionalized tetrahydroindolizinoindoles can be prepared in the presence of trifluoromethanesulfonic acid in good to excellent yields (up to >99% yield) with novel designed pyrrole-tethered indoles. The same products can also be synthesized through a mild Fe(OTf)3-catalyzed process in acceptable to good yields (up to 75% yield).

中文翻译:

Fe(OTf)3或CF 3 SO 3 H在吲哚分子内脱芳香化作用下合成四氢吲哚并[8,7- b ]吲哚衍生物

我们已经开发了通过吲哚的分子内脱芳香化作用方便地合成四氢吲哚并[8,7- b ]吲哚衍生物的方法。高度官能化的四氢吲哚并吲哚吲哚可以在三氟甲磺酸存在下以新颖设计的吡咯拴系吲哚制备,产率高至极好(高达> 99%)。同样的产物也可以通过温和的Fe(OTf)3催化过程以可接受的良好产率(高达75%的产率)合成。
更新日期:2020-12-04
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