- Functionalization of C-H bonds in acetophenone oximes with arylacetic acids and elemental sulfur
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Fused thieno[3,2-d]thiazoles were synthesized via a coupling of acetophenone ketoximes, arylacetic acids, and elemental sulfur in the presence of Li2CO3 base. Functionalities including chloro, bromo, fluoro, trifluoromethyl, and pyridyl groups were compatible with reaction conditions. High yields and excellent regioselectivities were obtained even if meta-substituted ketoxime acetates were used. Ethyl esters of heteroarylacetic acids were competent substrates, which is very rare in the literature. Our method would offer a convenient protocol to afford polyheterocyclic structures from simple substrates.
- Nguyen, Khang X.,Nguyen, Tung T.,Pham, Hoai T. B.,Pham, Phuc H.,Phan, Nam T. S.,Tran, Thien T.
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p. 11024 - 11032
(2020/04/03)
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- Access to 2-Aroylthienothiazoles via C-H/N-O Bond Functionalization of Oximes
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A novel strategy for the synthesis of 2-aroylthienothiazoles via C-H/N-O bond functionalization of ketoximes is developed. This reaction features excellent step- and atom-economy, as well as broad substrate scope. Various common ketoximes, even vinyl ketoximes, were efficiently converted to 2-aroylthienothiazoles. Preliminary mechanistic studies indicated that the radical process should be involved in this transformation. Moreover, the product exhibited good coordination with Cu(II), showing the potential application in the metal coordination field.
- Zhou, Peiqi,Huang, Yubing,Wu, Wanqing,Zhou, Jiaming,Yu, Wentao,Jiang, Huanfeng
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p. 9976 - 9980
(2019/12/24)
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- Homo- A nd Heteroannulation of sp3 C-H Bonds in Acetophenones for Divergent Synthesis of Thienothiazoles
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A synthesis of fused thieno[3,2-d]thiazoles via direct functionalization of C(sp3)-H bonds in acetophenones was reported. The transformation is divergent to afford either 2-phenylbenzo[4,5]thieno[3,2-d]thiazoles or benzo[4,5]thieno[3,2-d]thiazo
- Pham, Phuc H.,Nguyen, Khang X.,Pham, Hoai T. B.,Nguyen, Tung T.,Phan, Nam T. S.
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supporting information
p. 8795 - 8799
(2019/11/11)
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- Ligandless copper-catalyzed coupling of heteroaryl bromides with gaseous ammonia
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A range of different N- and S-containing heterocyclic bromides can be efficiently coupled with gaseous ammonia in the presence of copper(II) acetylacetonate [Cu(acac)2] as catalyst and in the absence of additional ligands. Unstable aminothiophenes and aminobenzothiophenes can be further reacted in situ to afford functionalized derivatives. Copyright
- Fantasia, Serena,Windisch, Johannes,Scalone, Michelangelo
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supporting information
p. 627 - 631
(2013/04/11)
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- Synthesis and properties of symmetric and unsymmetric dibenzothienopyrroles
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Symmetrical and unsymmetrical heteroacenes containing thiophene and pyrrole rings were synthesized. The unsymmetrical heteroacene was synthesized in two steps involving an unexpected palladium catalyzed amination of alkyl or aryl amines with benzo[b]thiop
- Balaji, Ganapathy,Valiyaveettil, Suresh
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supporting information; experimental part
p. 3358 - 3361
(2009/12/03)
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- Fused cyclic modulators of nuclear hormone receptor function
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Fused cyclic compounds, methods of using such compounds in the treatment of nuclear hormone receptor-associated conditions such as cancer and immune disorders, and pharmaceutical compositions containing such compounds.
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- Fused cyclic modulators of nuclear hormone receptor function
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Fused cyclic compounds, methods of using such compounds in the treatment of nuclear hormone receptor-associated conditions such as cancer and immune disorders, and pharmaceutical compositions containing such compounds.
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- A preparative route to fused 4-hydroxy-3-phenylindeno(benzothieno)pyridin-2-ones
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Syntheses of fused 4-hydroxy-3-phenylindeno(benzothieno)-pyridin-2-one derivatives (1a,b) are described.
- Genevois-Borella, Arielle,Vuilhorgne, Marc,Mignani, Serge
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p. 317 - 322
(2007/10/03)
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- Pyrrolo-pyridine derivatives
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A class of pyrrolo[2,3-b]pyridine derivatives, substituted at the 3-position by a substituted piperazinylmethyl moiety, are antagonists of dopamine receptor subtypes within the brain, having a selective affinity for the dopamine D 4 receptor subtype over other dopamine receptor subtypes, and are accordingly of benefit in the treatment and/or prevention of psychotic disorders such as schizophrenia while manifesting fewer side-effects than those associated with classical neuroleptic drugs.
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- THERMAL REACTIVITY OF 2-AZIDO- AND 3-AZIDO-BENZOTHIOPHENE WITH DIALKYLAMINES AND ALKANETHIOLS
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On thermolysis in diethyl- or dimethyl-amine both 3-azido- and 2-azidobenzothiophene afford the appopriate 3-(dialkylamino)-2-aminobenzothiophene in good yield, whereas in ethyl or butyl mercaptan at room temperature, these azides smoothly lead to 2-(alkylthio)-3-amino- and 3-(alkylthio)-2-amino-benzothiophene, respectively.
- Toselli, Maurizio,Spagnolo, Piero,Zanirato, Paolo
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p. 411 - 414
(2007/10/02)
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