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Mitsunobu 引发的对苯二胺和 2-呋喃甲醇的级联环化反应:官能化氢化苯并[c,d]吲哚的高区域和非对映选择性合成。

Mitsunobu-initiated cascade cyclization of p-quinamines and 2-furanylmethanols: highly regio- and diastereoselective synthesis of functionalized hydrobenzo[c,d]indoles.

机构信息

Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China.

出版信息

Org Biomol Chem. 2019 Apr 10;17(15):3737-3740. doi: 10.1039/c9ob00585d.

Abstract

A cascade cyclization of para-quinamines and 2-furanylmethanol has been achieved, affording a series of functionalized hydrobenzo[c,d]indoles in moderate to good yields and excellent diastereoselectivities under mild conditions. This reaction was first initiated by the Mitsunobu reaction and then followed by the [4 + 2] Diels-Alder reaction to furnish the important indole-fused heterocyclic derivatives.

摘要

芳基取代的对醌亚胺与 2-呋喃甲醇发生级联环化反应,在温和条件下以中等至良好的收率和优异的非对映选择性得到一系列功能化的氢化苯并[c,d]吲哚。该反应首先由 Mitsunobu 反应引发,然后通过[4+2]Diels-Alder 反应得到重要的吲哚稠合杂环衍生物。

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