Arene diazonium saccharin intermediates: a greener and cost-effective alternative method for the preparation of aryl iodide

Authors

LIA ZAHARANI
NADER GHAFFARI KHALIGH
ZOHREH SHAHNAVAZ
MOHD RAFIE JOHAN

DOI

10.3906/kim-2002-26

Abstract

In the current protocol, the arene diazonium saccharin derivatives were initially produced from various substituted aromatic amines; subsequently, these intermediates were treated with a greener organic iodide for the preparation of the aryl iodide. We tried to choose low-cost, commercially available, biodegradable, recoverable, ecofriendly, and safe reagents and solvents. The arene diazonium saccharin intermediates could be stored in the liquid phase into a refrigerator for a long time with no significant loss activity. The outstanding merits of the current protocol (a) included the partial recovering of saccharin and tetraethylammonium salt, (b) reduce the use of solvents and the reaction steps due to eliminating separation and purification of intermediates, (c) good yield of the sterically hindered substrates, and (d) avoid the generation of heavy metal or corrosive waste.

Keywords

Aromatic iodide, one-pot diazotization-iodination, saccharin, waste prevention

First Page

535

Last Page

542

Recommended Citation

ZAHARANI, LIA; KHALIGH, NADER GHAFFARI; SHAHNAVAZ, ZOHREH; and JOHAN, MOHD RAFIE (2020) "Arene diazonium saccharin intermediates: a greener and cost-effective alternative method for the preparation of aryl iodide," Turkish Journal of Chemistry: Vol. 44: No. 2, Article 20. https://doi.org/10.3906/kim-2002-26
Available at: https://journals.tubitak.gov.tr/chem/vol44/iss2/20