- A new 1,4-elimination of benzenesulfinic acid from β-keto phenylsulphones via their tosylhydrazones
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Reaction of β-keto phenylsulphone tosylhydrazones 2 with 2 eq. of DBU, at r.t. in dichloromethane, affords α,β-unsaturated ketone tosylhydrazones 4, via the tosylazoalkenes 3 obtained by 1,4-elimination of benzenesulfinic acid.
- Ballini, Roberto,Bosica, Giovanna,Marcantoni, Enrico
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- One-Pot Synthesis of Spirocyclic or Fused Pyrazoles from Cyclic Ketones: Calcium Carbide as the Carbon Source in Ring Expansion
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N-Tosylhydrazones generated in situ from cyclic ketones smoothly underwent a [3 + 2] cycloaddition to afford saturated spirocyclic pyrazoles and further transformed to the fused analogues via a ring expansion in certain cases. An inexpensive and renewable
- Yu, Yue,Chen, Yang,Huang, Wei,Wu, Wanqing,Jiang, Huanfeng
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p. 9479 - 9486
(2017/09/23)
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- Facile one-pot synthesis of N-alkylated benzimidazole and benzotriazole from carbonyl compounds
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An efficient one-pot N-alkylation of benzimidazole and benzotriazole from carbonyl compounds and tosylhydrazide has been accomplished via copper powder-catalyzed N - H bond insertion affording N-alkylated products in good yields. The reaction can tolerate a wide range of carbonyl compounds, such as aryl, alkyl, heterocyclic and α,β-unsaturated ketones, and aldehydes.
- Meng, Xu,Li, Xiaolong,Chen, Wenlin,Zhang, Yuanqing,Wang, Wen,Chen, Jinying,Song, Jinli,Feng, Huijie,Chen, Baohua
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p. 349 - 356
(2014/04/17)
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- A Novel Reactivity of α-Nitro Ketone Tosylhydrazones with DBU. Synthesis of α,β-Unsaturated Enone Tosylhydrazones.
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Treatment of α-nitro ketone tosylhydrazones with DBU gives 1,4-elimination of nitrous acid affording 1-tosylazoalkenes which, under basic conditions (DBU), tautomerize to the more stable enone tosylhydrazones.The obtained tosylhydrazones may be used as st
- Ballini, Roberto,Giantomassi, Gianni
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p. 4173 - 4182
(2007/10/02)
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