294857-25-3

Usage

Uses

2,3-Furandimethanol has been used as a reactant in the synthesis of 3,4-b diheteropentalenes.

Upstream product

• 171011-45-3 ethyl 2-(acetoxymethyl)-3-furancarboxylate 
• 28921-35-9 2-methyl-3-ethoxycarbonyl-furan 
• 50710-44-6 2-bromomethylfuran-3-carboxylic acid ethyl ester 
• 101306-25-6 5-(trimethylsilyl)furan-2,3-dicarboxylic acid 

Relevant academic research and scientific papers

Versatile synthesis of 3,4-b diheteropentalenes

We describe a new route for the synthesis of thieno[3,4-b]thiophene, alkyl derivatives thereof, seleno[3,4-b]thiophene, and thieno[3,4-b]furan made from inexpensive starting materials, such as thiophene-2-carboxylic acid and furan-2-carboxylic acid. Such fused heterocycles are of great interest for low band gap organic semiconductors and applications including OLEDs, organic photovoltaic cells, and electrochromics.

Reaction of isomeric (alkoxymethyl)(chloromethyl)-and bis(chloromethyl)furans with sodium diethyl phosphite

Reduction of alkyl (alkoxymethyl)furancarboxylates with lithium aluminum hydride leads to (alkoxymethyl)(hydroxymethyl)furans, while the reaction with structurally related acetoxymethyl derivatives yields bis(hydroxymethyl)furans. Treatment of the latter with thionyl chloride in ether in the presence of pyridine in the cold gives corresponding chloromethyl-or bis(chloromethyl)furans. These products react with sodium dialkyl phosphite under conditions of the Michaelis-Becker reaction to form mono-or diphosphonates, respectively. The yield of phosphorylated compounds is determined mainly by thermal stability of the substrate. In the case of 2,4-bis(chloromethyl)furan, nucleophilic substitution competes with halophilic attack on the chloromethyl group in the 4 position of the furan ring. As a result, a 2:1 mixture of 2-and 2,4-phosphorylated products is formed.

α,25-Dihydroxyvitamin D3 analogs featuring aromatic and heteroaromatic rings: Design, synthesis, and preliminary biological testing

Aromatic compounds 2a-c, analogs of 1α,25-dihydroxyvitamin (calcitriol, 1), and heteroaromatic compounds 4a-c and 5a-c, analogs of 19-nor-1α,25- dihydroxyvitamin D3 (3), were designed to simulate the topology of their biologically potent parent