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Room-Temperature Amination of Chloroheteroarenes in Water by a Recyclable Copper(II)-Phosphaadamantanium Sulfonate System

Udaysinh Parmar, Dipesh Somvanshi, Santosh Kori, Aman A. Desai, Rambabu Dandela, Dilip K. Maity and Anant R. Kapdi*

*Department of Chemistry, Institute of Chemical Technology, Nathalal Parekh Road, Matunga, Mumbai 400019, India, Email: ar.kapdiictmumbai.edu.in

U. Parmar, D. Somvanshi, S. Kori, A. A. Desai, R. Dandela, D. K. Maity, A. R. Kapdi, J. Org. Chem., 2021, 86, 8900-8925.

DOI: 10.1021/acs.joc.1c00845 (free Supporting Information)


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Abstract

An efficient copper-based catalytic system (Cu/PTABS) enables an amination of a chloroheteroarenes at ambient temperature in water as the sole reaction solvent. A wide variety of chloroheteroarenes could be coupled efficiently with primary and secondary amines as well as selected amino acid esters under mild reaction conditions.


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Catalytic Amination of Purine and Purine Riboside with Secondary Amines - see article for more examples



Pd/PTABS: Catalyst for Room Temperature Amination of Heteroarenes

S. S. M. Bandaru, S. Bhilare, N. Chrysochos, V. Gayakhe, I. Trentin, C. Schulzke, A. R. Kapdi, Org. Lett., 2018, 20, 473-476.


Key Words

benzoxazoles, benzothiazoles, Ullmann coupling


ID: J42-Y2021