- S 8-Mediated Cyclization of Bis(2-aminophenyl) Disulfide/Diselenide with Arylacetylenes/Styrenes: Access to 2-(Arylmethyl)-1,3-benzothiazoles/benzoselenazoles
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A novel S8-mediated approach to benzothiazoles/benzoselenazoles from bis(2-aminophenyl) disulfides/diselenides and phenylacetylenes or styrenes has been developed. 2-(Arylmethyl)-1,3-benzoselenazoles were comprehensively synthesized for the first time. The reactions proceeded in moderate to excellent yields, and with a gramscale application.
- Gan, Haifeng,Feng, Caojian,Zhao, Lihuan,Cao, Mengru,Wu, Hongli
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- Lewis acid-promoted formation of benzoselenazole derivatives using SeO2as a selenium source
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A new one-pot method of using bothortho-inactivated anilines and acetophenones (or methylquinolines) which possess an active H in the α-position of ketones (or benzyl positions) as starting materials to make benzoselenazole derivatives has been developed, which uses SeO2as a selenium agent. This method first establishes SeO2as a source of selenium to form benzoselenazole derivatives, which enriches the synthesis method of benzoselenazole. This method has several advantages, including good yields, simple operation, and availability of raw materials. Furthermore, the reaction could be easily scaled and its practical value in organic synthesis is displayed.
- Hu, Minhui,Ren, Yaokun
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supporting information
p. 6692 - 6696
(2021/08/12)
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- Synthesis of 2-acyl-benzo[1,3-d]selenazoles via domino oxidative cyclization of methyl ketones with bis(2-aminophenyl) diselenide
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A general, practical and simple one-pot synthesis of 2-acyl-benzo[1,3-d]selenazoles was developed by reacting a wide range of 2-arylethane-1,2-diones, generated in situ from commercially available aryl methyl ketones, with bis(2-aminophenyl) diselenide, promoted by Na2S2O5 in DMSO at 100 °C. Comparatively, the reactions were conducted under conventional heating and microwave irradiation. The use of focused microwave irradiation drastically decreased the reaction time from 48 to 2 h with a gain in the reaction yield for most cases. Still, 2-phenylacyl-benzo[1,3-d]selenazole was elected to react with sodium borohydride and butylmagnesium bromide, giving the respective secondary and tertiary alcohols under mild reaction conditions.
- Balaguez, Renata A.,Betin, Eduardo S.,Barcellos, Thiago,Lenard?o, Eder J.,Alves, Diego,Schumacher, Ricardo F.
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supporting information
p. 1483 - 1487
(2017/02/23)
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- THE 1,3-BENZOTELLURAZOLE : A NEW HETEROCYCLIC SYSTEM
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We describe the synthesis of a new heterocyclic system : the 1,3-benzotellurazole, and some of its substituted derivatives.
- Mbuyi, Musangu,Evers, Michel,Tihange, Guy,Luxen, Andre,Christiaens, Leon
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p. 5873 - 5876
(2007/10/02)
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