The Selective Deprotection of Thioesters Using Titanium(IV) Chloride/Zinc

Jin, Chung Keun; Jeong, Hyung Jae; Kim, Min Kyu; Kim, Ju Young; Yoon, Young-Jin; Lee, Sang‐Gyeong

doi:10.1055/s-2001-18769

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2002

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Cited by 14 publications

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“…Removal of the directing group is critical for the directed C–H bond activation reactions. Using the method developed by Lee’s group, the adamantane-1-carbonyl of compound 4 was removed successfully, which gave a 74% isolated yield of the 2-chloro-6-methylthiophenol ( 5 ) after simple chromatographic separation.…”

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confidence: 99%

Adamantane-1-Carbonyl-Directed C–H Borylation and Hydroxylation of Benzenethiols

Yang

et al. 2022

Org. Lett.

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A novel route has been described for C−H borylation and hydroxylation of benzenethiols directed by adamantane-1carbonyl using BBr 3 . The protocol generates corresponding arylboronic esters and phenols in moderate to excellent yields under metal-free conditions. In addition, the borylated product can be transformed and the directing group can be removed in good yields, which will facilitate the synthesis of structurally diverse benzenethiols.

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confidence: 99%