手性铑催化的氧化 C-H 烯烃化和环化反应：对映体富集的苯并-1,3-磺酰胺的立体选择性合成反式-1,3-二取代异吲哚啉。
Tandem Rh-Catalyzed Oxidative C-H Olefination and Cyclization of Enantiomerically Enriched Benzo-1,3-Sulfamidates: Stereoselective Synthesis of trans-1,3-Disubstituted Isoindolines.
机构信息
Korea Chemical Bank , Korea Research Institute of Chemical Technology , PO Box 107, Yuseong, Daejeon 305-600 , Korea.
Department of Medicinal Chemistry and Pharmacology , University of Science and Technology , 113 Gwahango , Yuseong, Daejeon 305-333 , Korea.
出版信息
J Org Chem. 2018 Apr 6;83(7):3864-3878. doi: 10.1021/acs.joc.8b00204. Epub 2018 Mar 22.
A tandem process, involving Rh(III)-catalyzed oxidative C-H olefination of enantiomerically enriched 4-aryl-benzo-1,3-sulfamidates and subsequent intramolecular aza-Michael cyclization has been developed. The reaction produces trans-benzosulfamidate-fused-1,3-disubstituted isoindolines as major products, in which the configurational integrity of the stereogenic center in the starting material is preserved. Further transformations of the benzosulfamidate-fused-1,3-disubstituted isoindolines are described.
一种串联过程，涉及对映体富集的 4-芳基苯并-1,3-磺酰胺酯的 Rh(III)-催化氧化 C-H 烯丙基化反应和随后的分子内氮杂迈克尔环化反应，已被开发出来。该反应主要生成反式苯并磺酰胺基稠合-1,3-二取代异吲哚啉作为主要产物，其中起始原料中立体中心的构型完整性得以保留。进一步描述了苯并磺酰胺基稠合-1,3-二取代异吲哚啉的转化。
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