Lewis base promoted [4 + 2] annulation of o-acylamino-aryl MBH carbonates with isatin†

IF 4.6 Q2 MATERIALS SCIENCE, BIOMATERIALS ACS Applied Bio Materials Pub Date : 2024-08-30 DOI:10.1039/d4ob01240b
Li-Wen Shen , Nian Luo , Yun-Qing Jia , Guang-Wei Wang , Shu-Pei Yuan , Min Xiang
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Abstract

The first example of Lewis base promoted [4 + 2] annulation between o-acylamino-aryl MBH carbonates and isatin has been developed. This methodology exhibits excellent substrate applicability and has synthesized 1,4-dihydrospiro benzo[d][1,3]oxazine-oxindoles with yields up to 98%. The practical value of this method is underscored by its successful application in a 50-fold scale-up.

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路易斯碱促进邻氨基芳基甲基溴碳酸盐与异靛红的[4 + 2]环化反应
首次开发出了路易斯碱促进邻甲酰基氨基芳基 MBH 碳酸酯与异靛红之间的 [4 + 2] 环化反应。该方法具有极佳的底物适用性,并合成了 1,4-二氢螺苯并[d][1,3]恶嗪-吲哚,收率高达 98%。该方法成功地应用于 50 倍的放大,从而凸显了其实用价值。
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来源期刊
ACS Applied Bio Materials
ACS Applied Bio Materials Chemistry-Chemistry (all)
CiteScore
9.40
自引率
2.10%
发文量
464
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