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Photo-enabled α-C(sp3)-H Functionalization of Sulfides
Peng Cheng1, Jie Ding2, Zhenda Tan3
1School of Marine Science and Engineering, Hainan University, Haikou, 570228, China.
None:
Sulfides hold significant value in fine chemicals and pharmaceuticals. Efficient α-C ─ H transformations of these compounds offer streamlined routes to value-added derivatives but pose substantial challenges due to high C ─ H BDEs and catalyst poisoning. Photochemical strategies have emerged as powerful solutions for enabling α-C(sp3)-H functionalization of sulfides. This review comprehensively surveys photo-enabled sulfide α-C ─ H functionalization methodologies, with particular focus on hydrogen atom transfer (HAT) and electron transfer/proton transfer (ET/PT) mechanisms.
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Halogenation is another class of electrophilic addition reactions where a halogen molecule gets added across a π bond. In alkynes, the presence of two π bonds allows for the addition of two equivalents of halogens (bromine or chlorine). The addition of the first halogen molecule forms a trans-dihaloalkene as the major product and the cis isomer as the minor product. Subsequent addition of the second equivalent yields the tetrahalide.
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