Efficient one-pot methods for the synthesis of variously functionalised conjugated nitro alkenes have been reported. Despite the utility in different fields of these compounds, only a few multi-step syntheses have been reported in the literature, giving the target compounds in low overall yields. alpha-Nitro acrylates or cinnamates, alpha-nitro alpha,beta-unsaturated ketones and, most importantly, aromatic and heteroaromatic (E)- 2-nitro allylic alcohols, compounds characterised by a well-known anticancer activity, were obtained in high yields and high diastereomeric purity by a domino condensation-dehydration process.
Domino reactions for the synthesis of various alpha-substituted nitro alkenes / Fioravanti, Stefania; Pellacani, Lucio; Vergari, MARIA CECILIA. - In: ORGANIC & BIOMOLECULAR CHEMISTRY. - ISSN 1477-0520. - STAMPA. - 10:3(2012), pp. 524-528. [10.1039/c1ob06260c]
Domino reactions for the synthesis of various alpha-substituted nitro alkenes
FIORAVANTI, Stefania;PELLACANI, Lucio;VERGARI, MARIA CECILIA
2012
Abstract
Efficient one-pot methods for the synthesis of variously functionalised conjugated nitro alkenes have been reported. Despite the utility in different fields of these compounds, only a few multi-step syntheses have been reported in the literature, giving the target compounds in low overall yields. alpha-Nitro acrylates or cinnamates, alpha-nitro alpha,beta-unsaturated ketones and, most importantly, aromatic and heteroaromatic (E)- 2-nitro allylic alcohols, compounds characterised by a well-known anticancer activity, were obtained in high yields and high diastereomeric purity by a domino condensation-dehydration process.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.