Efficient Syntheses of β-Amino-N-acylbenzotriazoles and Cinnamides through Regioselective 1,4- or 1,2-Addition of Amines to N-Cinnamoylbenzotriazoles

Autor:	Xiaoxia Wang, Jian Li, Xuefei Zou, Qinghong Hu
Rok vydání:	2007
Předmět:	Addition reaction Chemistry Organic Chemistry Organic chemistry Regioselectivity General Medicine
Zdroj:	Synlett. 2007:3228-3228
ISSN:	1437-2096 0936-5214
DOI:	10.1055/s-2007-990940
Popis:	Amines read with N-cinnamoylbenzotriazoles to afford either β-amino-N-acylbenzotriazoles or cinnamides depending on the structure of the amines. Aromatic amines react with N-cinnamoylbenzotriazoles via 1,4-addition to give β-amino-N-acyl-benzotriazoles in good yields. For o-phenylenediamine, the 1,4-addition products were further acylated to provide a facile route to substituted 1,3,4,5-tetrahydro-1,5-benzodiazepine-2-ones. Aliphatic amines, however, react exclusively through the 1,2-addition pathway to produce cinnamides in good yields.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::7e5a85160dd116aa5bfaa8bcdd7fa2fd https://doi.org/10.1055/s-2007-990940 Zobrazit plný text záznamu