57022-36-3

Upstream product

• 61312-35-4 4-methoxybenzyl 3-oxobutanoate 

Downstream Products

• 111948-91-5 Cyclohexane-1,1-dicarboxylic acid 4-methoxy-benzyl ester methyl ester 
• 111948-92-6 2-Butyl-malonic acid 4-methoxy-benzyl ester methyl ester 
• 111948-89-1 4-methoxybenzyl 2-oxocyclohexanecarboxylate 
• 112018-82-3 6a-Hex-5-enyl-1-oxo-octahydro-pentalene-2-carboxylic acid 4-methoxy-benzyl ester 
• 111948-93-7 2-Oxo-cyclohexane-1,3-dicarboxylic acid 1-(4-methoxy-benzyl) ester 3-methyl ester 
• 111948-90-4 2-Oxo-cyclopentanecarboxylic acid 4-methoxy-benzyl ester 
• 111948-88-0 3-Oxo-nonanoic acid 4-methoxy-benzyl ester 
• 111973-97-8 2-Methyl-5-oxo-cyclopentanecarboxylic acid 4-methoxy-benzyl ester 
• 111973-96-7 2-Methyl-6-oxo-cyclohexanecarboxylic acid 4-methoxy-benzyl ester 

Relevant academic research and scientific papers

An expedient synthesis of cyanoformates via DAST-mediated C–C bond cleavage of α-oximino-β-ketoesters

A new protocol to synthesize cyanoformates was developed using simple β-ketoesters as substrates. (Diethylamino)sulfur trifluoride (DAST) was used as a dual-role reagent to activate the oxime moiety and to donate a fluoride. The key intermediates, α-oximino-β-ketoesters, were prepared by highly efficient acid-assisted oximation of β-ketoesters. Then, the deconstruction of α-oximino-β-ketoesters by the fluorinative C–C bond cleavage was demonstrated to provide cyanoformates. In this event, the fluoride addition followed by the C–C bond cleavage selectively occurred in the ketones over esters. Due to simple and mild reaction conditions, variously functionalized cyanoformates were exemplified.