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Efficient Synthesis of Polyfunctionalized Benzenes in Water via Persulfate-promoted Benzannulation of α,β-Unsaturated Compounds and Alkynes
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S/Se/Te-I Exchange of (Vinyl Toluenesulfonate)Benziodolium Salts: Access to Benzo[b]Hetercycles
Xiaoting Liu1, Cheng Pan1, Zhen-Jiang Xu2
1Shanghai Key Laboratory of Functional Materials Chemistry, Key Laboratory for Advanced Materials and Feringa Nobel Prize Scientist Joint Research Center, Department of Fine Chemistry and Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, P. R. China.
Abstract:
With tosyloxy (-OTs) substituted monocyclic aryliodonium salts, we explored the atom-exchange reactions between sulfur/selenium/tellurium and iodine atoms for constructing benzo[b]-fused heterocycles such as benzo[b]thiophenes, benzo[b]selenophenes, and benzo[b]tellurophenes. The modifiable -OTs group of these benzo[b]-fused heterocycles enables straightforward diversification, providing a versatile platform for accessing bioactive molecules with potential application as antibacterial agents.
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