164589-82-6Relevant academic research and scientific papers
Some practical methods for the application of 5-metallo-1-benzyl-1H- tetrazoles in synthesis
Wiedemann, Sean H.,Bio, Matthew M.,Brown, Liane M.,Hansen, Karl B.,Langille, Neil F.
, p. 2231 - 2236 (2012/11/13)
Nucleophilic reagents such as 5-lithiotetrazoles are synthetically powerful tools for the installation of tetrazole functional groups, but they are of limited utility due to the instability of tetrazole-derived carbanions. Herein, we report practical methods for the generation and use of new 5-metallo-1-benzyl-1H-tetrazoles (M=K, MgX, ZnX) derived from either 1-benzyl-1H-tetrazole or 1-benzyl-5-bromo-1H-tetrazole. By varying the metal counterion, the tetrazole carbanion stability was improved. Potassium- and magnesium-derived reagents underwent additions to carbonyl compounds at -30 and -20°C, respectively. The isolated yields (41-85%) from these and other reactions were comparable to those reported for 5-lithiotetrazoles at much lower temperatures (-78 to -98 °C). Georg Thieme Verlag Stuttgart ? New York.
METHOD FOR THE PRODUCTION OF SUBSTITUTED AZOLES
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Page/Page column 13, (2008/06/13)
Disclosed is a method for producing substituted azoles. Said method makes it possible to produce compounds of general formula (I) and/or the salts thereof and/or the acid addition compounds thereof, wherein the substituents R1 and R2, A, and B have the me
Application of of 5-Lithiotetrazoles in Organic Synthesis
Satoh, Yoshitaka,Marcopulos, Nicholas
, p. 1759 - 1762 (2007/10/02)
Lithiation of 1-benzyl and 1-p-methoxybenzyltetrazole at the 5-position with n-butyllithium followed by treatment with electrophiles gave functionalized 1-benzylic tetrazoles, which were converted into the 1-unsubstituted derivatives by debenzylation.
