A protocol for the carboxylation of diamines employing quaternary ammonium hydrogen carbonates as C1 source is presented. The approach is used to obtain industrially relevant bis-O-alkyl carbamates with diverse structural features in very high yield, even on gram scale. The quaternary ammonium salts, formally acting as "transporters" of the carboxylating agent, can be recovered after the reaction, and recycled with high efficiency. Regeneration of the hydrogen carbonates on ion-exchange resin grants excellent atom economy in the process.
Sustainable Carboxylation of Diamines with Hydrogen Carbonate / Forte, Gianpiero; Chiarotto, Isabella; Richter, Frank; Trieu, Vinh; Feroci, Marta. - In: ORGANIC PROCESS RESEARCH & DEVELOPMENT. - ISSN 1083-6160. - STAMPA. - 22:9(2018), pp. 1323-1327. [10.1021/acs.oprd.8b00229]
Sustainable Carboxylation of Diamines with Hydrogen Carbonate
Forte, Gianpiero
Membro del Collaboration Group
;Chiarotto, IsabellaMembro del Collaboration Group
;Feroci, Marta
Membro del Collaboration Group
2018
Abstract
A protocol for the carboxylation of diamines employing quaternary ammonium hydrogen carbonates as C1 source is presented. The approach is used to obtain industrially relevant bis-O-alkyl carbamates with diverse structural features in very high yield, even on gram scale. The quaternary ammonium salts, formally acting as "transporters" of the carboxylating agent, can be recovered after the reaction, and recycled with high efficiency. Regeneration of the hydrogen carbonates on ion-exchange resin grants excellent atom economy in the process.| File | Dimensione | Formato | |
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106. Org. Process Res. Dev. 2018, 22, 1323−1327.pdf
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