100656-17-5Relevant academic research and scientific papers
Palladium on Carbon-Catalyzed Benzylic Methoxylation for Synthesis of Mixed Acetals and Orthoesters
Yasukawa, Naoki,Kanie, Takafumi,Kuwata, Marina,Monguchi, Yasunari,Sajiki, Hironao,Sawama, Yoshinari
supporting information, p. 10974 - 10977 (2017/08/22)
The palladium on carbon (Pd/C)-catalyzed direct methoxylation of the benzylic positions of linear benzyl and cyclic ether substrates proceeded in the presence of i-Pr2NEt under an oxygen atmosphere to give the corresponding mixed acetals. Cyclic acetal derivatives could also be converted into orthoesters. The present direct methoxylation via a carbon-hydrogen (C?H) functionalization can be accomplished using the easily-removed Pd/C and molecular oxygen as a green oxidant. The obtained mixed acetals were transformed into the corresponding ether products by chemoselective substitution of the methoxy group using a silyltriflate, 2,4,6-collidine, and a nucleophile. The orthoester derivative could also be transformed into the cyclic ketal under similar reaction conditions.
METHOD FOR PRODUCING ALKOXYLATED 2,5-DIHYDROFURAN BUT-2-ENE DERIVATIVES OR TETRA-1,1,4,4-ALKOXYLATED BUT-2-ENE DERIVATIVES
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Page/Page column 9-10, (2008/06/13)
The invention relates to a method for producing 2,5-dihydrofuran derivatives that are substituted in position 3 or 4, which carry a respective C1 to C6 alkoxy group (DHF alkoxy derivates I) in position 2 or position 5, or in both positions, or for producing 1,1,4,4-tetraalkoxy but-2-ene derivatives that are substituted in position 3 or 4, from 2-butene-1,4-diol derivatives of general formula (I), in which the groups R1 and R2 independently of one another represent hydrogen, C1 to C6 alkyl, C6 to C12 aryl or C5 to C12 cycloalkene or R1 and R2 together with the double bond, to which they are linked, form a C6 to C12 aryl group or a mono- or polyunsaturated C5 to C12 cycloalkyl group, or from a mixture of said 2-butene-1,4-diol derivatives and 2,5-dihydrofuran derivatives that are substituted in position 3 or 4 and carry a C1 to C6 alkoxy group in position 2 or 5, by electrochemical oxidation in the presence of a C1 to C6 monoalkyl alcohol.
