Flash chemistry enables high productivity metalation-substitution of 5-alkyltetrazoles-Reference-Cited by-同舟云学术

Flash chemistry enables high productivity metalation-substitution of 5-alkyltetrazoles

Published:2021 Issue:40 Volume:12 Page:13413-13424
ISSN:2041-6520
Container-title:Chemical Science
language:en
Short-container-title:Chem. Sci.

Author:

Wong Jeff Y. F.¹,Thomson Christopher G.¹,Vilela Filipe¹²^ORCID,Barker Graeme¹²^ORCID

Affiliation:

1. Institute of Chemical Sciences, Heriot-Watt University, Riccarton, Edinburgh, EH14 4AS, UK

2. Continuum Flow Lab, Heriot-Watt University, Riccarton, Edinburgh, EH14 4AS, UK

Abstract

We report a α-metalation-substitution of readily deprotected 5-alkyltetrazoles under batch and continuous flow conditions. In flow, thermal imaging enabled identification of an unsafe exotherm and optimisation of a productivity rate of 141 g h−1.

Funder

Royal Society of Chemistry

Engineering and Physical Sciences Research Council

Heriot-Watt University

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2021/SC/D1SC04176B

Reference99 articles.

1. 5-Substituted-1H-tetrazoles as carboxylic acid isosteres: medicinal chemistry and synthetic methods

2. A correlation of substituent effects with the acidity of aromatic tetrazolic acids

3. Design, Synthesis, and Biological Evaluation of Tetrazole Analogs of Cl-Amidine as Protein Arginine Deiminase Inhibitors

4. Rings in Drugs

5. Efficient Synthesis of Losartan, A Nonpeptide Angiotensin II Receptor Antagonist

Cited by 8 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Process intensification of heterogeneous dehydrochlorination of β-chlorohydrins by using n-propanol as co-extractant;Chemical Engineering and Processing - Process Intensification;2024-09

2. A green and efficient monoacylation strategy for symmetrical diamines in microreactors;Reaction Chemistry & Engineering;2024

3. Flow chemistry as green technology for the genesis and use of organometallic reagents in the synthesis of key building blocks and APIs – An update;Tetrahedron Green Chem;2023-12

4. Continuous Flow Generation of Highly Reactive Organometallic Intermediates: A Recent Update;Journal of Flow Chemistry;2023-11-28

5. Thermal characterization of highly exothermic flash chemistry in a continuous flow calorimeter;Reaction Chemistry & Engineering;2023