Categories: Synthesis of N-Heterocycles >
Synthesis of tetrazoles
Recent Literature

A series of 1-substituted 1H-1,2,3,4-tetrazole compounds have been
synthesized in good yields from amines, triethyl orthoformate, and sodium
azide through the catalyzed reaction with Yb(OTf)3.
W.-K. Su, Z. Hong, W.-G. Shan, X.-X. Zhang, Eur. J. Org. Chem., 2006,
2723-2726.

A series of primary alcohols and aldehydes were treated with iodine in ammonia
water under microwave irradiation to give the intermediate nitriles, which
without isolation underwent [2 + 3] cycloadditions with dicyandiamide and sodium
azide to afford the corresponding triazines and tetrazoles in high yields.
J.-J. Shie, J.-M. Fang, J. Org. Chem., 2007,
72, 3141-3144.

J.-J. Shie, J.-M. Fang, J. Org. Chem., 2007,
72, 3141-3144.

A general method for the synthesis of 1,5-disubstituted tetrazoles from
imidoylbenzotriazoles involves mild reaction conditions and short reaction times.
A. R. Katritzky, C. Cai, N. K. Meher, Synthesis, 2007,
1204-1208.

A versatile and highly efficient Zn(OTf)2-catalyzed one-pot
reaction of alkenes, NBS, nitriles, and TMSN3 gives various 1,5-disubstituted
tetrazoles containing an additional α-bromo functionality of the N1-alkyl
substituent.
S. Hajra, D. Sinha, M. Bhowmick, J. Org. Chem., 2007,
72, 1852-1855.

Pyridine N-oxides were converted to tetrazolo[1,5-a]pyridines in good
yield in the presence of sulfonyl or phosphoryl azides and pyridine by
heating in the absence of solvent. Diphenyl phosphorazidate (DPPA) was the
most convenient reagent.
J. M. Keith, J. Org. Chem., 2006,
71, 9540-9543.
