17578-18-6Relevant articles and documents
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Zimmerman,Olofson
, p. 5081 (1969)
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Vinyltetrazoles: II. Synthesis of 5-substituted 1(2)-vinyltetrazoles
Aleshunin,Dmitrieva,Ostrovskii
experimental part, p. 1882 - 1888 (2012/03/11)
5-R-Substituted 1(2)-vinyltetrazoles (R = Ar, Alk, CH2=CH, NH2, H) were synthesized by alkylation of 5-R-tetrazoles with 1,2-dibromoethane in the presence of triethylamine in acetonitrile, followed by elimination of triethylamine hydrobromide. Vinylation of dinuclear substrates, such as bis(1H-tetrazol-5-yl)-methane and 1,3-bis(1H-tetrazol-5-yl)benzene, under analogous conditions gave the corresponding N1,N 2′- and N2,N2′-divinyl derivatives.
SYNTHESIS OF FUNCTIONALLY SUBSTITUTED N-VINYLTETRAZOLES
Vereshchagin, L. I.,Buzilova, S. R.,Mityukova, T. K.,Proidakov, A. G.,Kizhnyaev, V. N.,et al.
, p. 1777 - 1783 (2007/10/02)
5-Alkyl- and 5-aryl-N-vinyltetrazoles (II) are formed during vinyl exchange between 5-substituted tetrazoles (I) and vinyl acetate in the presence of the copper acetate-boron trifluoride etherate catalytic system.The direction of vinylation depends on steric effects and on the electronic nature of the substituents at position 5 of the tetrazole ring.A series of functionally substituted 2-vinyltetrazoles were obtained by nucleophilic substitution of the chlorine in 2-vinyl-5-chloromethyltetrazole.
