Abstract:
The coupling of N,N-bis(silyloxy)enamines with arylsulfenyl chlorides and episulfonium cations proceeds as an electrophilic attack at the β-carbon atoms of N,N-bis(silyloxy)enamines and affords functionalised aliphatic compounds.
Document Type:
Article
Language: English
Citation:
A. V. Ustinov, A. D. Dilman, S. L. Ioffe, Yu. A. Strelenko, W. A. Smit, V. A. Tartakovsky, “Reactions of N,N-bis(silyloxy)enamines with sulfur-centered and sulfur-stabilised electrophiles”, Mendeleev Commun., 13:2 (2003), 74–76
Linking options:
https://www.mathnet.ru/eng/mendc3963
https://www.mathnet.ru/eng/mendc/v13/i2/p74
This publication is cited in the following 6 articles:
Alexey Yu. Sukhorukov, “C-H Reactivity of the α‐Position in Nitrones and Nitronates”, Adv Synth Catal, 362:4 (2020), 724
S. G. Zlotin, I. L. Dalinger, N. N. Makhova, V. A. Tartakovsky, “Nitro compounds as the core structures of promising energetic materials and versatile reagents for organic synthesis”, Russian Chem. Reviews, 89:1 (2020), 1–54
R. A. Kunetsky, A. D. Dilman, M. I. Struchkova, P. A. Belyakov, A. A. Korlyukov, S. L. Ioffe, V. A. Tartakovsky, “Synthesis of 1-halo-N,N-bis(silyloxy)enamines”, Mendeleev Commun., 17:2 (2007), 108–109
J.L. Chiara, Comprehensive Organic Functional Group Transformations II, 2005, 709
A. V. Lesiv, S. L. Ioffe, Yu. A. Strelenko, V. M. Danilenko, “Chemistry of N,N-bis(silyloxy)enamines 7. Quaternization of tertiary amines and nitrogen-containing heterocycles by N,N-bis(silyloxy)enamines”, Russ Chem Bull, 53:10 (2004), 2233
Aleksei V. Ustinov, Alexander D. Dilman, Sema L. Ioffe, Yuri A. Strelenko, William A. Smit, Vladimir A. Tartakovsky, “Chemistry of N,N‐Bis(silyloxy)enamines. Part 6. Reactions of N,N‐Bis(silyloxy)enamines with Sulfur‐Centered and Sulfur‐Stabilized Electrophiles.”, ChemInform, 34:36 (2003)
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