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J-GLOBAL ID：201702279688989442   Reference number：17A0680370

ALPHA-OXIDATION OF AMINE DERIVATIVES BY BIS(2,2,2-TRICHLOROETHYL) AZODICARBOXYLATE AND APPLICATION OF ITS PRODUCTS AS IMINIUM ION EQUIVALENTS

アゾジカルボン酸ビス(2,2,2-トリクロロエチル)によるアミン誘導体のα-酸化およびイミニウムイオン等価体としてのその応用

Author (4)： HONZAWA Shinobu (Niigata Univ. Pharmacy and Applied Life Sci. (NUPALS), Niigata, JPN) ,  UCHIDA Mitsuaki (Niigata Univ. Pharmacy and Applied Life Sci. (NUPALS), Niigata, JPN) ,  TASHIRO Takuya (Niigata Univ. Pharmacy and Applied Life Sci. (NUPALS), Niigata, JPN) ,  SUGIHARA Takumichi (Niigata Univ. Pharmacy and Applied Life Sci. (NUPALS), Niigata, JPN)
Material： Heterocycles  (International Journal for Reviews and Communications in Heterocyclic Chemistry)
Volume： 95  Issue： 2  Page： 994-1029  Publication year： Jan. 25, 2017 
JST Material Number： S0966A  ISSN： 0385-5414  CODEN： HTCYAM  Document type： Article
Article type： 原著論文  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： *oxidation ,  amine ,  *azo compound ,  carboxylate(ester) ,  reactivity ,  immonium ,  aliphatic chlorine compound ,  hydrazines
Semi thesaurus term： iminium

JST classification (1)： Aliphatic hydroxylamines,hydrazines and other polynitrogen compounds  (CF03080W)

Substance index (15)： Bis(2,2,2-trichloroethoxycarbonyl)diazene ,  1-(1-Tosylpyrrolidine-2-yl)hydrazine-1,2-dicarboxylic acid bis(2,2,2-trichloroethyl) ester ,  (1-(1-Benzoyl-2-pyrrolidinyl)hydrazo)bis(formic acid 2,2,2-trichloroethyl) ester ,  1-[1-(4-Methoxybenzoyl)pyrrolidine-2-yl]hydrazine-1,2-dicarboxylic acid bis(2,2,2-trichloroethyl) ester ,  [1-(1-tert-Butyloxycarbonyl-2-pyrrolidinyl)-1,2-hydrazinediyl]bis(formic acid 2,2,2-trichloroethyl) ester ,  1-[1-(2,2,2-Trichloroethoxycarbonyl)pyrrolidine-2-yl]hydrazine-1,2-dicarboxylic acid bis(2,2,2-trichloroethyl) ester ,  (1-(1-Acetyl-2-piperidinyl)hydrazo)bis(formic acid 2,2,2-trichloroethyl) ester ,  1-[1-(tert-Butyloxycarbonyl)piperidine-2-yl]hydrazine-1,2-dicarboxylic acid bis(2,2,2-trichloroethyl) ester ,  1-(1-Acetylhexahydro-1H-azepine-2-yl)hydrazine-1,2-dicarboxylic acid bis(2,2,2-trichloroethyl) ester ,  1-[1-(tert-Butyloxycarbonyl)hexahydro-1H-azepine-2-yl]hydrazine-1,2-dicarboxylic acid bis(2,2,2-trichloroethyl) ester ,  1-[1-[(tert-Butyloxycarbonyl)butylamino]butyl]hydrazine-1,2-dicarboxylic acid bis(2,2,2-trichloroethyl) ester ,  1-[2-Acetyl-1,2,3,4-tetrahydroisoquinoline-1-yl]hydrazine-1,2-dicarboxylic acid bis(2,2,2-trichloroethyl) ester ,  1-[1,2-Bis(2,2,2-trichloroethoxycarbonyl)hydrazino]-1,2,3,4-tetrahydroisoquinoline-2-carboxylic acid tert-butyl ester ,  1-[1-(Benzyloxycarbonyl)-1,2,5,6-tetrahydropyridine-2-yl]hydrazine-1,2-dicarboxylic acid bis(2,2,2-trichloroethyl) ester ,  1-[1-[(tert-Butyloxycarbonyl)ethylamino]allyl]hydrazine-1,2-dicarboxylic acid bis(2,2,2-trichloroethyl) ester

Reference (40)：

• A. Robertson, Nature, 1948, 162, 153.
• R. Pummerer, Ber. Chem. Ges., 1910, 43, 1401.
• For a review of Pummerer reaction, see; A. Padwa, D. E. Gunn, Jr., and M. H. Osterhout, Synthesis, 1997, 1353.
• M. Polonovski and M. Polonovski, Bull. Soc. Chim. Fr., 1927, 41, 1190.
• F. A. Davis, R. E. Reddy, and P. S. Portonovo, Tetrahedron Lett., 1994, 35, 9351.

Terms in the title (8)： ジカルボン酸 ,  ビス ,  トリ ,  クロロエチル ,  アミン誘導体 ,  酸化 ,  等価 ,  応用