Organic Chemistry Portal



L-Proline: An Efficient Organocatalyst for the Synthesis of 5-Substituted 1H-Tetrazoles via [3+2] Cycloaddition of Nitriles and Sodium Azide

Saket B. Bhagat , Vikas N. Telvekar*

*Department of Pharmaceutical Sciences & Technology, Institute of Chemical Technology, Matunga (E), Mumbai 400 019, India, Email:

S. B. Bhagat, V. N. Telvekar, Synlett, 2018, 29, 874-879.

DOI: 10.1055/s-0036-1591534

see article for more reactions


L-proline as a catalyst enables a simple and efficient route for the synthesis of a series of 5-substituted 1H-tetrazoles from a broad range of substrates, including aliphatic and aryl nitriles, organic thiocyanates, and cyanamides. This environmentally benign, cost effective, and high-yielding L-proline-catalyzed protocol offers simple experimental procedure, short reaction time, simple workup, and excellent yields.

see article for more examples

Key Words

organocatalysis, tetrazoles, nitriles, thiocyanates, cyanamides, sodium azide, L-proline

ID: J60-Y2018