A new and convenient synthesis of N??substituted perhydroazepines from adipaldehyde and primary amines with tetracarbonylhydridoferrate, HFe (CO) 4−, as a …

SC Shim, CH Doh, TJ Kim, HK Lee…

Index: Shim, Sang Chul; Doh, Chil Hoon; Kim, Tae Jeong; Lee, Hak Ki; Kim, Ki Doo Journal of Heterocyclic Chemistry, 1988 , vol. 25, p. 1383 - 1385

Full Text: HTML

Citation Number: 11

Abstract

Abstract Ethanolic tetracarbonylhydridoferrate combined with adipaldehyde is very efficient for the selective transformation of an amino group into perhydroazepine. A large variety of both aliphatic and aromatic amines react with adipaldehyde in the presence of tetracarbonylhydridoferrate at room temperature and carbon monoxide to give the corresponding N-alkyl-and N-arylperhydroazepines in good to excellent yields.

Related Articles:

N-Heterocyclization of primary amines with dihalides using microreactors

[He, Hongjie; Lin, Qi; Liu, Xiaofeng; Yang, Yongtai; Zhou, Yaming; Jia, Yu; Gao, Xiang Synthetic Communications, 2012 , vol. 42, # 17 p. 2512 - 2525]

Heterogeneous bimetallic Pt–Sn/γ-Al 2 O 3 catalyzed direct synthesis of diamines from N-alkylation of amines with diols through a borrowing hydrogen strategy

[Wang, Liandi; He, Wei; Wu, Kaikai; He, Songbo; Sun, Chenglin; Yu, Zhengkun Tetrahedron Letters, 2011 , vol. 52, # 52 p. 7103 - 7107]

Nickel??Catalyzed Amination of Aryl Pivalates by the Cleavage of Aryl C O Bonds

[Shimasaki, Toshiaki; Tobisu, Mamoru; Chatani, Naoto Angewandte Chemie - International Edition, 2010 , vol. 49, # 16 p. 2929 - 2932]

Synergistic Acid-Catalyzed Synthesis of N-Aryl-Substituted Azacycles from Anilines and Cyclic Ethers

[Hargis, Duane C.; Shubkin, Ronald L. Tetrahedron Letters, 1990 , vol. 31, # 21 p. 2991 - 2994]

Synthesis of sterically hindered 1-arylpyrrolidines and 1-arylpiperidines by condensation of primary aromatic amines with cyclic ethers or diols

[Walkup, Robert E.; Searles, Scott Tetrahedron, 1985 , vol. 41, # 1 p. 101 - 106]

More Articles...