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Keywords = 2,3,6-trifunctionalization of indoles

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Article
Green One-Pot Syntheses of 2-Sulfoximidoyl-3,6-dibromo Indoles Using N-Br Sulfoximines as Both Brominating and Sulfoximinating Reagents
by Xiao Yun Chen, Yaonan Tang, Xinran Xiang, Yisong Tang, Mingyang Huang, Shaojun Zheng and Cuifeng Yang
Molecules 2023, 28(8), 3380; https://doi.org/10.3390/molecules28083380 - 11 Apr 2023
Cited by 2 | Viewed by 2362
Abstract
A green one-pot 2,3,6-trifunctionalization of N-alkyl/aryl indoles was achieved by adding three equivalents of N-Br sulfoximine to the indole solution. A variety of 2-sulfoximidoyl-3,6-dibromo indoles were prepared with 38–94% yields using N-Br sulfoximines as both brominating and sulfoximinating reagents. Based [...] Read more.
A green one-pot 2,3,6-trifunctionalization of N-alkyl/aryl indoles was achieved by adding three equivalents of N-Br sulfoximine to the indole solution. A variety of 2-sulfoximidoyl-3,6-dibromo indoles were prepared with 38–94% yields using N-Br sulfoximines as both brominating and sulfoximinating reagents. Based on the results of controlled experiments, we propose that a radical substitution involving 3,6-dibromination and 2-sulfoximination occurs in the reaction process. This is first time that 2,3,6-trifunctionalization of indole in one pot has been achieved. Full article
(This article belongs to the Topic Catalysis: Homogeneous and Heterogeneous)
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