Tetrahedron letters

Substituent and coordination effects in singlet reactions of 3-diazo-3H-1, 2, 4-triazoles with substituted benzenes and nitro compounds

J Glinka, D Fiscus, CB Rao, H Shechter

Index: Glinka, J.; Fiscus, D.; Rao, C. B.; Shechter, H. Tetrahedron Letters, 1987 , vol. 28, # 28 p. 3221 - 3224

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Citation Number: 5

Abstract

Aromatic substitution by carbenes is important synthetically and mechanistically. la-O We now report the effects of substituents on the reactions of benzenes with 3H-1, 2, 4-triazol--3- ylidene (1) and 5-phenyl-3H_-1, 2, 4-triazol-3-ylidene(?) as generated from 3-diazo-3H-1, 2, 4---triazole (2) and 3-diazo-5-phenyl_3H_triazole(4_). lp These investigations reveal (1) impressive orientational selectivities in aromatic substitution by kinetically insensitive ...