期刊
ORGANIC CHEMISTRY FRONTIERS
卷 9, 期 20, 页码 5453-5462出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2qo01075e
关键词
-
资金
- National Natural Science Foundation of China [21921002, 22171191]
- Science and Technology Department of Sichuan Province [2020YFS0186, 2020YFS0004]
- 1.3.5 Project for Disciplines of Excellence, West China Hospital, Sichuan University [ZYYC21002, ZYJC1803]
3-silaindolines were synthesized using 1,3-N,Si-tetraorganosilane reagents and arynes via a Cs2CO3-promoted (3 + 2)-annulation reaction. The reaction involved selective cleavage and formation of Si-C and Si-Ar bonds, allowing for further functionalization to expand the structural diversity of the products.
1,3-N,Si-Tetraorganosilane reagents (TsHNCH2SiBnRR2)-R-1 were developed as robust synthons to prepare 3-silaindolines via a Cs2CO3-promoted (3 + 2)-annulation reaction with arynes. The annulation involved a chemoselective Si-C bond cleavage/formation sequence, where the Si-Bn bond in (TsHNCH2SiBnRR2)-R-1 and the Si-Ar bond in aryl silyl triflates were cleaved, and a new Si-Ar bond together with a N-Ar bond was formed. The nitrogen and aryl moieties in the products could be further functionalized to expand the structural diversity of 3-silaindolines. The approach allowed the development of a 3-silaindoline-containing CB2 agonist, which showed a higher CNS penetration and better antinociceptive effect than its carbon analog.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据