- AlCl3-Catalyzed Intermolecular Annulation of Thiol Derivatives and Alkynes by 1,2-Sulfur Migration: Construction of 6-Substituted Benzo[b]thiophenes
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A method for the AlCl3-catalyzed intermolecular oxidative annulation of N-(arylthio)phthalimide derivatives with alkynes has been developed. The annulation reaction occurs at room temperature and involves the oxidative cleavage of the S–N bond and 1,2-sulfur migration, which leads to the construction of diverse arrays of π-conjugated 6-substituted 2,3-diarylbenzo[b]thiophene derivatives.
- Ramesh,Guntreddi, Tirumaleswararao,Sahoo, Akhila K.
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p. 4405 - 4413
(2017/08/23)
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- Radical Cyclization of Arenesulfonyl Chlorides and Alkynes: A Rapid Access to π-Conjugated Benzothiophenes
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A metal-free radical cyclization of arenesulfonyl chlorides with alkynes has been developed, which provides a rapid and practical access to a variety of π-conjugated benzothiophenes with a broad reactive functional group tolerance. Furthermore, dialkynyl compounds could also undergo this transformation to give extended π-systems in good yields.
- Wan, Danyang,Yang, Yudong,Liu, Xingyan,Li, Mingliang,Zhao, Siling,You, Jingsong
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supporting information
p. 55 - 59
(2016/01/20)
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- Synthesis and Reactions of Sulfenic Trifluoromethanesulfonic Anhydrides
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Sulfenyl halogenides 1 and 4 react with silver trifluoromethanesulfonate (2) to give aryl 3 and alkylsulfenic trifluoromethanesulfonic anhydrides 5, resp., in good yields; 3 and 5 could not be isolated because of their instability. 1H NMR spectroscopic data of 5a, b, each in dichloromethane and nitromethane, resp., are indicative of a dissoziation to adducts of alkylsulfenylium ions and the solvent.Whereas 3 do not react with aromatic compounds, addition products with diphenylacetylene, arylsulfenylvinyl trifluoromethanesulfonates 11, are formed smoothly, which under the reaction conditions immediately cyclize to give benzothiophenes 10 in excellent yields.
- Effenberger, Franz,Russ, Werner
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p. 3719 - 3736
(2007/10/02)
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