Tetrahedron letters

On the relative strength of the 1H-tetrazol-5-yl-and the 2-(triphenylmethyl)-2H-tetrazol-5-yl-group in directed ortho-lithiation

P Rhonnstad, D Wensbo

文献索引：Rhonnstad, Patrik; Wensbo, David Tetrahedron Letters, 2002 , vol. 43, # 17 p. 3137 - 3139

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被引用次数: 39

摘要

ortho-Lithiation followed by electrophilic trapping of N-unsubstituted and N2-triphenylmethyl substituted 5-aryltetrazoles, further substituted with another ortho-director at the para position of the aryl ring, resulted in the formation of regioisomers of which the ratio depended on the competing para-substituents. By such intramolecular competition experiments, the ortho-directing strength of these tetrazol-5-yl groups in comparison to ...