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Saccharin: an efficient organocatalyst for the one-pot synthesis of 4-amidocinnolines under metal and halogen-free conditions

Saccharin: an efficient organocatalyst for the one-pot synthesis of 4-amidocinnolines under metal... A mild and efficient protocol for the one-pot synthesis of 4-amidocinnolines was developed using saccharin as a cheap and eco-friendly organocatalyst and t-butyl nitrite as a metal-free diazotization reagent. The current method has advantages such as cost effectiveness, use of the biodegradable reagents, simple experimental procedure; afford the quantitative yield of the desired products, metal- and halogen-free as well as environmentally benign conditions. Graphical abstract NH 3 R 2 R N O NH r.t., 6 h BuONO(1.5 equiv) R Sac-H (20 mol%) 62-88 % isolated yield Keywords Saccharin  t-Butyl nitrite  Cinnoline  Metal-free condition  One-pot synthesis Introduction potential accidents, preparing the biodegradable or recy- clable products, using sustainable raw materials, and The reduction of environmental, human health, and safety avoiding molecules linked to toxicity are some routes in risks of chemicals and synthetic procedures is the foremost green chemistry. New reagents and catalysts, low-risk goal of green chemistry that can be achieved by solvents and experimental processes, are developed by redesigning synthetic and industrial procedures. Reducing green chemistry researchers [1]. the amount of waste generated in reactions, recycling Cinnolines and their derivatives are a great important certain reagents, improving energy efficiency, minimizing aza-heterocycles of pharmaceutical cores http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Monatshefte für Chemie - Chemical Monthly Springer Journals

Saccharin: an efficient organocatalyst for the one-pot synthesis of 4-amidocinnolines under metal and halogen-free conditions

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Publisher
Springer Journals
Copyright
Copyright © 2018 by Springer-Verlag GmbH Austria, part of Springer Nature
Subject
Chemistry; Chemistry/Food Science, general; Organic Chemistry; Inorganic Chemistry; Analytical Chemistry; Physical Chemistry; Theoretical and Computational Chemistry
ISSN
0026-9247
eISSN
1434-4475
DOI
10.1007/s00706-018-2174-2
Publisher site
See Article on Publisher Site

Abstract

A mild and efficient protocol for the one-pot synthesis of 4-amidocinnolines was developed using saccharin as a cheap and eco-friendly organocatalyst and t-butyl nitrite as a metal-free diazotization reagent. The current method has advantages such as cost effectiveness, use of the biodegradable reagents, simple experimental procedure; afford the quantitative yield of the desired products, metal- and halogen-free as well as environmentally benign conditions. Graphical abstract NH 3 R 2 R N O NH r.t., 6 h BuONO(1.5 equiv) R Sac-H (20 mol%) 62-88 % isolated yield Keywords Saccharin  t-Butyl nitrite  Cinnoline  Metal-free condition  One-pot synthesis Introduction potential accidents, preparing the biodegradable or recy- clable products, using sustainable raw materials, and The reduction of environmental, human health, and safety avoiding molecules linked to toxicity are some routes in risks of chemicals and synthetic procedures is the foremost green chemistry. New reagents and catalysts, low-risk goal of green chemistry that can be achieved by solvents and experimental processes, are developed by redesigning synthetic and industrial procedures. Reducing green chemistry researchers [1]. the amount of waste generated in reactions, recycling Cinnolines and their derivatives are a great important certain reagents, improving energy efficiency, minimizing aza-heterocycles of pharmaceutical cores

Journal

Monatshefte für Chemie - Chemical Monthly – Springer Journals

Published: Feb 21, 2018

References

  • Ionisation constants of organic acids in aqueous solution. IUPAC Chemical Data Series No. 23
    Serjeant, EP; Dempsey, B