Issue 2, 1991
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Generation and reactions of N-(α-lithioalkyl)tetrazoles

Christopher J. Moody,   Charles W. Rees  and  Richard G. Young  

Abstract

Treatment of 1-alkyl-4 and 2-alkyl-5-phenyltetrazoles 10 with t-butyllithium in tetrahydrofuran at –78 °C gives ‘dipole-stabilised’ a-lithioalkyl derivatives 2 and 3 which are readily converted into the corresponding deuteriated, silylated, alkylated, hydroxymethylated, acylated and carboxylated derivatives 5 and 11, mostly in high yield (Tables 1 and 2). Lithiation of 5-phenyl-2-trimethylsilylmethyltetrazole 10c, prepared in this way, followed by reaction with aldehydes results in Peterson olefination to give 2-alkenyltetrazoles 11g, h in good yield.

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/P19910000323
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1991, 323-327

Permissions

Request permissions

Generation and reactions of N-(α-lithioalkyl)tetrazoles

C. J. Moody, C. W. Rees and R. G. Young, J. Chem. Soc., Perkin Trans. 1, 1991, 323 DOI: 10.1039/P19910000323

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements