通过钯催化的 C-H 胺化/酚去芳构化串联反应快速构建多种官能化的螺吲哚。
Rapid Assembly of Diversely Functionalized Spiroindenes by a Three-Component Palladium-Catalyzed C-H Amination/Phenol Dearomatization Domino Reaction.
机构信息
Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of the Ministry of Education, College of Chemistry & Materials Science, Northwest University, Xi'an, 710127, China.
State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin, 300071, China.
出版信息
Angew Chem Int Ed Engl. 2017 Nov 6;56(45):14257-14261. doi: 10.1002/anie.201708310. Epub 2017 Oct 4.
A novel palladium-catalyzed three-component reaction of phenol-derived biaryls with N-benzoyloxyamines and norbornadiene (NBD) has been developed for the assembly of highly functionalized spiroindenes. This domino process was realized through NBD-assisted C-H amination and phenol dearomatization by forming one C-N bond and two C-C bonds in a single step. Preliminary studies indicated that asymmetric control of this transformation was feasible with chiral ligands. Moreover, the potential synthetic utility of this methodology was highlighted by a series of further transformations.
一种新型的钯催化的酚衍生的联芳基与 N-苯甲酰氧基胺和降冰片二烯（NBD）的三组分反应已经被开发出来，用于高度官能化的螺茚的组装。这个串联过程是通过 NBD 辅助的 C-H 氨化和苯酚去芳构化来实现的，在一步中形成一个 C-N 键和两个 C-C 键。初步研究表明，通过手性配体可以实现这种转化的不对称控制。此外，通过一系列进一步的转化，突出了这种方法的潜在合成实用性。
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