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钼(VI)-二氧催化剂催化的温和、选择性硫氧化反应

Mild, Selective Sulfoxidation with Molybdenum(VI) -Dioxo Catalysts.

作者信息

Cantwell Kelsey E, Fanwick Phillip E, Abu-Omar Mahdi M

机构信息

Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907, United States.

出版信息

ACS Omega. 2017 May 4;2(5):1778-1785. doi: 10.1021/acsomega.7b00292. eCollection 2017 May 31.

DOI:10.1021/acsomega.7b00292
PMID:31457541
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6641015/
Abstract

Three molybdenum(VI) -dioxo catalysts (-) were synthesized with the goal of developing stable and selective oxidation catalysts for sulfoxidation. Their reactivities were investigated with a variety of substrates. We have demonstrated the usefulness of these catalysts for the chemoselective sulfoxidation of sulfides in the presence of reactive moieties, which has important applications for total synthesis processes. Notably, these catalysts are able to oxidize compounds analogous to sulfur mustard and can be used as an alternative to sodium periodate or -chloroperoxybenzoic acid (-CPBA) for the oxidation of various organic sulfides without sacrificing total conversion. As the catalysts are tolerant of water and hydrogen peroxide, they allow for the design of completely green oxidation reactions, particularly for sulfur-containing amino acids.

摘要

合成了三种钼(VI)-二氧代催化剂(-),目的是开发用于硫氧化的稳定且选择性的氧化催化剂。用多种底物研究了它们的反应活性。我们已经证明了这些催化剂在存在反应性基团的情况下对硫化物进行化学选择性硫氧化的有用性,这对全合成过程具有重要应用。值得注意的是,这些催化剂能够氧化类似于芥子气的化合物,并且可以用作高碘酸钠或间氯过氧苯甲酸(-CPBA)的替代品,用于氧化各种有机硫化物而不牺牲总转化率。由于这些催化剂对水和过氧化氢具有耐受性,它们允许设计完全绿色的氧化反应,特别是对于含硫氨基酸。

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