Acyl Amidines by Pd-Catalyzed Aminocarbonylation: One-Pot Cyclizations and 11C Labeling

Autor:	Jonas Rydfjord, Sara Roslin, Tamal Roy, Alaa Abbas, Marc Y. Stevens, Luke R. Odell
Rok vydání:	2022
Předmět:	Organisk kemi Organic Chemistry
Zdroj:	The Journal of Organic Chemistry. 88:5078-5089
ISSN:	1520-6904 0022-3263
DOI:	10.1021/acs.joc.2c02115
Popis:	A protocol for the carbonylative synthesis of acyl amidines from aryl halides, amidines, and carbon monoxide catalyzed by Pd(0) is reported herein. Notably, carbon monoxide is generated ex situ from a solid CO source, and several productive palladium ligands were identified with complementary benefits and substrate scope. Furthermore, sequential one-pot, two-step protocols for the synthesis of 1,2,4-triazoles and 1,2,4-oxadiazoles via acyl amidine intermediates are reported. In addition, this approach was extended to isotopic labeling using [11C]carbon monoxide to allow, for the first time, synthesis of 11C-labeled acyl amidines as well as a 11C-labeled 1,2,4-oxadiazole.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::e3d3215015143c15bceb7283ae404ebe https://doi.org/10.1021/acs.joc.2c02115 Zobrazit plný text záznamu