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Construction of N-S and C-N Bonds from Reactions of Benzofuroxans with DMSO or THF.


ABSTRACT: Novel ring-opening reactions are achieved employing benzofuroxan as a new type of iminating or aminating reagent. These diverse transformations give access to three types of molecular scaffolds, N-aryl dimethylsulfoximines, methanesulfonamides, and hemiaminal ethers, which are important structural motifs in organic and medicinal chemistry. The procedures feature solvent-involved reactions, easily available starting materials, operational simplicity, high atom economy, and the potential further transformation of nitro group.

SUBMITTER: Chen Z 

PROVIDER: S-EPMC6648239 | biostudies-literature | 2019 Jan

REPOSITORIES: biostudies-literature

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Construction of N-S and C-N Bonds from Reactions of Benzofuroxans with DMSO or THF.

Chen Zhengwang Z   Liu Botao B   Liang Pei P   Luo Haiqing H   Zheng Jing J   Wen Xiaowei X   Liu Tanggao T   Luo Guotian G   Ye Min M  

ACS omega 20190104 1


Novel ring-opening reactions are achieved employing benzofuroxan as a new type of iminating or aminating reagent. These diverse transformations give access to three types of molecular scaffolds, <i>N</i>-aryl dimethylsulfoximines, methanesulfonamides, and hemiaminal ethers, which are important structural motifs in organic and medicinal chemistry. The procedures feature solvent-involved reactions, easily available starting materials, operational simplicity, high atom economy, and the potential fu  ...[more]

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