Access to spiro-isoxazoline via a palladium-catalyzed carboetheri-fication of cycloalkenyl-tethered oximes

IF 4.7 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Chemistry Frontiers Pub Date : 2025-09-24 DOI:10.1039/d5qo01162k

Qicai Ma, Yuanyuan Li, Zhiping Liu, Chengming Wang, Wei Zhou

引用次数: 0

Abstract

This study presents an efficient method for synthesizing spiro-isoxazolines through a tandem palladium-catalyzed carboetherification approach. Utilizing cycloalkenyl-tethered oximes and aryl/alkenyl bromides, this protocol enables the construction of a wide range of novel spiro-isoxazoline compounds bearing diverse functional groups. Furthermore, we also investigated the asymmetric version of this tandem reaction, where the use of a chiral tert-butanesulfinamide monophosphine ligand achieved good chemical yield and excellent enantioselectivity.

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通过钯催化环烯基栓系肟的碳醚化反应获得螺-异恶唑啉

本研究提出了一种串联钯催化碳醚化合成螺-异恶唑啉的有效方法。利用环烷基系链肟和芳基/烯基溴，该方案能够构建广泛的具有不同官能团的新型螺-异恶唑啉化合物。此外，我们还研究了该串联反应的不对称版本，其中使用手性叔丁烷磺酰胺单膦配体获得了良好的化学产率和优异的对映选择性。

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

Organic Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.