Multi-catalysis cascade reactions based on the methoxycarbonylketene platform: diversity-oriented synthesis of functionalized non-symmetrical malonates for agrochemicals and pharmaceuticals.
In this paper we describe new multi-catalysis cascade (MCC) reactions for the one-pot synthesis of highly functionalized non-symmetrical malonates. These metal-free reactions are either five-step (olefination/hydrogenation/alkylation/ketenization/esterification) or six-step (olefination/hydrogenation/alkylation/ketenization/esterification/alkylation), and employ aldehydes/ketones, Meldrum's acid, 1,4-dihydropyridine/o-phenylenediamine, diazomethane, alcohols and active ethylene/acetylenes, and involve iminium-, self-, self-, self- and base-catalysis, respectively. Many of the products have direct application in agricultural and pharmaceutical chemistry.
School of Chemistry, University of Hyderabad, Hyderabad, 500 046, India. ramsc@uohyd.ernet.in
Dhevalapally B
DB
Ramachary
Chintalapudi
C
Venkaiah
Y Vijayendar
YV
Reddy
Mamillapalli
M
Kishor
D016573:Agrochemicals / Q000138:chemical synthesis*; D000478:Alkylation; D001688:Biological Products; D002384:Catalysis; D007659:Ketones / Q000737:chemistry; D008314:Malonates / Q000138:chemical synthesis*; D015394:Molecular Structure; D004364:Pharmaceutical Preparations / Q000138:chemical synthesis*; D013237:Stereoisomerism; D013379:Substrate Specificity
D016573:Agrochemicals; D001688:Biological Products; D007659:Ketones; D008314:Malonates; D004364:Pharmaceutical Preparations