Tetrahedron

Use of hexamethylphosphoramide chmpa in the alkylation of aromatic amines: synthesis of azetidines, pyrrolidines, piperidines and hexahydroazepines

E Juaristi, D Madrigal

Index: Juaristi, Eusebio; Madrigal, Domingo Tetrahedron, 1989 , vol. 45, # 3 p. 629 - 636

Full Text: HTML

Citation Number: 28

Abstract

The direct alkylation of p-toluidine, as a model of aromatic amines, with 1, 3-, 1, 4-, 1, 5-and 1, 6-ditosylates,-dibromides or-dimesylates in HMPA as solvent affords the corresponding cyclic amines. The convenience of this reaction and some observed limitations are discussed.

Related Articles:

Magnetic silica-supported palladium catalyst: synthesis of allyl aryl ethers in water

[Nasir Baig; Varma, Rajender S. RSC Advances, 2014 , vol. 4, # 13 p. 6568 - 6572]

Preparation of copper (II) oxide bound on polystyrene beads and its application in the aryl aminations: synthesis of Imatinib

[Heo, Yumi; Hyun, Dajung; Kumar, Manian Rajesh; Jung, Hyun Min; Lee, Sunwoo Tetrahedron Letters, 2012 , vol. 53, # 49 p. 6657 - 6661]

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]

Reductive One Batch Synthesis of N-Substituted Pyrrolidines from Primary Amines and 2, 5-Dimethoxytetrahydrofuran

[Verardo, Giancarlo; Dolce, Anna; Toniutti, Nicoletta Synthesis, 1999 , # 1 p. 74 - 79]

Microwave-assisted convenient synthesis of N-arylpyrrolidines in water

[Li, Hong Bo; Liang, Wu; Liu, Lang; Chen, Kai; Wu, Yi Chinese Chemical Letters, 2011 , vol. 22, # 3 p. 276 - 279]

More Articles...