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Iodine assisted synthesis of CF3 appended spirodihydrofuryl/cyclopropyl oxindoles by changing the active methylene sources
Organic & Biomolecular Chemistry ( IF 3.2 ) Pub Date : 2020-11-10 , DOI: 10.1039/d0ob01903h
Thirupathi Reddy Penjarla 1 , Maheshwar Kundarapu , Krishnan Rangan , Anupam Bhattacharya
Affiliation  

This paper describes the synthesis of two distinct types of CF3-containing spirooxindoles by varying the active methylene sources. The reaction was carried out in DMSO, assisted by molecular iodine and Na2CO3 via systematic application of Michael reaction and iodine mediated cyclisation. With 5-methyl-2,4-dihydro-3H-pyrazol-3-one as the methylene source, the final products obtained were spirodihydrofuropyrazolyl oxindoles, whereas 1H-indene-1,3(2H)-dione as the methylene source gave the final compounds spirocyclopropyl oxindoles. Modest to good yields were obtained for both the spiro systems.

中文翻译:

通过改变活性亚甲基源碘辅助合成 CF3 附加的螺二氢呋喃基/环丙基羟吲哚

本文描述了通过改变活性亚甲基来源合成两种不同类型的含CF 3螺氧吲哚。该反应在 DMSO 中进行,分子碘和 Na 2 CO 3 通过系统应用迈克尔反应和碘介导的环化反应进行辅助。以 5-methyl-2,4-dihydro-3 H -pyrazol-3-one 作为亚甲基源,得到的最终产物是螺二氢呋喃吡唑羟基吲哚,而 1 H -indene -1,3( 2H )-dione 作为亚甲基来源得到最终化合物螺环丙基羟吲哚。两种螺环系统都获得了适度到良好的产率。
更新日期:2020-11-18
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