Palladium-catalyzed cyclization of N-(2-iodophenyl)acrylamides and hydrophosphoryl compounds in the presence of (R,R)-DIOP and (S)-Monophos ligands

IF 1.7 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Russian Chemical Bulletin Pub Date : 2024-10-26 DOI:10.1007/s11172-024-4383-7

S. Yu. Vostruhina, A. N. Reznikov, Yu. N. Klimochkin

引用次数: 0

Abstract

3-Phosphorylmethyl-3-R-indolin-2-ones were synthesized by the cascade Heck cyclization—phosphorylation of N-(2-iodophenyl)acrylamides and hydrophosphoryl compounds. In the presence of the PdCl₂/(S)-Monophos catalytic system, a racemic product was obtained; while, the (R,R)-DIOP ligand provided small chiral induction (up to 15% ee).

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在(R,R)-DIOP 和(S)-Monophos 配体存在下钯催化 N-(2-碘苯基)丙烯酰胺和氢磷化合物的环化反应

通过 N-(2-碘苯基)丙烯酰胺和氢磷化合物的级联 Heck 环化-磷酸化反应合成了 3-磷酰甲基-3-R-吲哚啉-2-酮。在 PdCl2/(S)-Monophos 催化体系存在下，可获得外消旋产物；而(R,R)-DIOP 配体可提供少量手性诱导（ee值高达 15%）。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Russian Chemical Bulletin 化学-化学综合

CiteScore

2.70

自引率

47.10%

发文量

257

审稿时长

3-8 weeks

期刊介绍： Publishing nearly 500 original articles a year, by leading Scientists from Russia and throughout the world, Russian Chemical Bulletin is a prominent international journal. The coverage of the journal spans practically all areas of fundamental chemical research and is presented in five sections: General and Inorganic Chemistry; Physical Chemistry; Organic Chemistry; Organometallic Chemistry; Chemistry of Natural Compounds and Bioorganic Chemistry.