Synthesis 2006(4): 654-658  
DOI: 10.1055/s-2006-926304
PAPER
© Georg Thieme Verlag Stuttgart · New York

Pyridinophanes as Two-Centre Phase-Transfer Catalyst for N-Alkylation Reaction

Perumal Rajakumar*, Manickam Dhanasekaran
Department of Organic Chemistry, University of Madras, Guindy Campus, Chennai 600 025, India
Fax: +91(44)22352494; e-Mail: perumalrajakumar@hotmail.com;
Further Information

Publication History

Received 19 August 2005
Publication Date:
19 January 2006 (online)

Abstract

The synthetic utility of water-soluble pyridinophanes 1 and 2 as an efficient two-centre phase-transfer catalyst for N-alkyl­ation of indoles, imidazole, benzimidazole and benzotriazole has been explored. Application of such pyridinophanes for the synthesis of various precyclophanes involving bis-N alkylation is also described.

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This work has been carried out in collaboration with Prof. D. Velmurugan, Department of Crystallography and Biophysics, University of Madras, Guindy Campus, Chennai 600 025, and will appear as a separate communication.