Cu(OAc)<sub>2</sub>-Mediated C—H Bond Dithiolation of Amide-Oxazolines with Aryl Thiols

Wang, Tao; Wang, Xiaosha; Song, Yawen; Huo, Jingjing; Zhou, Jingshuan; Kang, Qingwei; Liu, Lantao

doi:10.6023/cjoc202009030

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Organic and Biomolecular Chemistry Review1

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2024

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“…The research groups of Nageswar and Liu independently disclosed a Cu(OAc) 2 -mediated ligand-free C-H dichalcogenation of benzamides 52 with dichalcogenides 33/39 (X = S, Se) or aryl thiols 43 using amide-tethered oxazoline as a removable bidentate directing group (Scheme 11). 142,143 Both protocols exhibited good regioselectivity towards the ortho-C-H bonds of the amide group rather than those of the oxazoline group. Furthermore, similar to symmetrical para-or non-substituted amides, various meta-substituted amides were also smoothly dichalcogenated using these protocols.…”

Section: Organic and Biomolecular Chemistry Reviewmentioning

confidence: 99%