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J-GLOBAL ID：200902262166328779   Reference number：09A0598826

Pseudo-intramolecular Cyclization of α-Nitro-δ-keto Nitrile Leading to 2-Amino-3-nitro-1,4-dihydropyridines

2-アミノ-3-ニトロ-1,4-ジヒドロピリジンを生成するα-ニトロ-δ-ケトニトリルのPseudo分子内環化

Author (4)： NISHIWAKI Nagatoshi (Anan National Coll. of Technol.) ,  KAKUTANI Kengo (Osaka Kyoiku Univ.) ,  TAMURA Mina (Osaka Kyoiku Univ.) ,  ARIGA Masahiro (Osaka Kyoiku Univ.)
Material： Chemistry Letters  (Chem Lett)
Volume： 38  Issue： 7  Page： 680-681 (J-STAGE)  Publication year： 2009 
JST Material Number： S0742A  ISSN： 0366-7022  CODEN： CMLTAG  Document type： Article
Article type： 短報  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： *cyclization reaction ,  intramolecular interaction ,  functionalization ,  nitrile ,  ketone ,  amine ,  equilibrium state ,  nitro compound ,  chemical synthesis ,  proton magnetic resonance ,  infrared spectrum ,  reaction mechanism ,  *intramolecular hydrogen bond ,  selectivity ,  steric effect ,  *nitrogen heterocyclic compound ,  molecular distortion ,  aliphatic amine ,  primary amine ,  aromatic amine ,  *Dihydropyridines
Semi thesaurus term： steric hindrance ,  *dihydropyridine

JST classification (2)： Pyridines  (CF07095Q) ,  Cyclization reaction,ring-opening reaction  (CF02050I)

Substance index (14)： Propylamine ,  Isopropylamine ,  t-Butylamine ,  Aniline ,  Dipropylamine ,  2-Nitro-3,3-dimethyl-5-oxohexanenitrile ,  1,4-Dihydro-2-(propylamino)-3-nitro-4,4,6-trimethylpyridine ,  N-Butyl-3-nitro-4,4,6-trimethyl-1,4-dihydropyridine-2-amine ,  N-Isobutyl-3-nitro-4,4,6-trimethyl-1,4-dihydropyridine-2-amine ,  N-(2,2-Dimethylpropyl)-3-nitro-4,4,6-trimethyl-1,4-dihydropyridine-2-amine ,  N-(Cyclohexylmethyl)-3-nitro-4,4,6-trimethyl-1,4-dihydropyridine-2-amine ,  2-(Benzylamino)-3-nitro-4,4,6-trimethyl-1,4-dihydropyridine ,  N-(2,2-Dimethoxyethyl)-3-nitro-4,4,6-trimethyl-1,4-dihydropyridine-2-amine ,  2-(Dioxylatoiminio)-3,3-dimethyl-5-oxohexanenitrile

Reference (21)：

• 1) a) N. Nishiwaki, J. Synth. Org. Chem. Jpn. 2009, 67, 349.
•  b) Y. Nakaike, N. Taba, S. Itoh, Y. Tobe, N. Nishiwaki, M. Ariga, Bull. Chem. Soc. Jpn. 2007, 80, 2413.
•  c) N. Nishiwaki, D. Nishida, T. Ohnishi, F. Hidaka, S. Shimizu, M. Tamura, K. Hori, Y. Tohda, M. Ariga, J. Org. Chem. 2003, 68, 8650.
• 2) a) N. Nishiwaki, T. Nogami, M. Ariga, Heterocycles 2008, 75, 675.
•  b) N. Nishiwaki, T. Nogami, C. Tanaka, F. Nakashima, Y. Inoue, N. Asaka, Y. Tohda, M. Ariga, J. Org. Chem. 1999, 64, 2160.

Terms in the title (2)： ジヒドロピリジン ,  分子内環化