Unexpected cleavage of an ester group by hydrogenolysis reactions of Passerini subtrates.

Unexpected cleavage of an ester group by hydrogenolysis reactions of Passerini subtrates.

Rosalba, Thaíssa Pasquali F.; Barreto, Angélica de Fátima S.; Andrade, Carlos Kleber Z.

Abstract:

In recent years, the Passerini reaction has become a versatile tool in combinatorial synthesis and is experiencing a growing interest due to its efficiency in the synthesis of a variety of products. The Passerini reaction is a three-component condensation (P-3CR) between an isocyanide, a carbonyl compound and carboxylic acid that yields _-acyloxy carboxyamides. In the course of our research on multicomponents reactions we came across an unexpected cleavage of the ester function of several Passerini substrates which is dependent on the experimental conditions employed.

In recent years, the Passerini reaction has become a versatile tool in combinatorial synthesis and is experiencing a growing interest due to its efficiency in the synthesis of a variety of products. The Passerini reaction is a three-component condensation (P-3CR) between an isocyanide, a carbonyl compound and carboxylic acid that yields _-acyloxy carboxyamides. In the course of our research on multicomponents reactions we came across an unexpected cleavage of the ester function of several Passerini substrates which is dependent on the experimental conditions employed.

Palavras-chave:

DOI: 10.5151/chempro-14bmos-R0351-1

Referências bibliográficas

• [1] 1 Domling, A.; Ugi, I. Angew. Chem. Int. Ed. 2000, 39, 3169.
• [2] 2 Passerini, M.; Gazz. Chim. Ital. 1921, 5, 126.
• [3] 3 Barreto, A .F. S.; Vercillo, O. E..; Andrade, C. K. Z. J. Braz. Chem. Soc. 2011, 22, 462.

Como citar:

Rosalba, Thaíssa Pasquali F.; Barreto, Angélica de Fátima S.; Andrade, Carlos Kleber Z.; "Unexpected cleavage of an ester group by hydrogenolysis reactions of Passerini subtrates.", p-351-351. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0351-1