26170-94-5Relevant academic research and scientific papers
Catalyst-Controlled Regiodivergent Dehydrogenative Heck Reaction of 4-Arylthiophene/Furan-3-Carboxylates
Gao, Shang,Wu, Zijun,Wu, Fei,Lin, Aijun,Yao, Hequan
, p. 4129 - 4135 (2016)
A catalyst-controlled regiodivergent dehydrogenative Heck reaction of 4-arylthiophene/furan-3-carboxylates has been realized. Use of a palladium catalyst led to the C-5 alkenylation through electronic palladation, while a ruthenium catalyst favored the C-2 alkenylation with the assistance of a directing group. This reaction exhibited good to excellent regioselectivities. (Figure presented.).
Synthetic Entry to Polyfunctionalized Molecules through the [3+2]-Cycloaddition of Thiocarbonyl Ylides
Habiger, Christoph,Haut, Franz-Lucas,Korber, Johannes Nepomuk,Müller, Thomas,Magauer, Thomas,Mayer, Peter,Speck, Klaus,Wurst, Klaus
supporting information, (2019/09/06)
Here we present a comprehensive study on the [3+2]-cycloaddition of thiocarbonyl ylides with a wide variety of alkenes and alkynes. The obtained dihydro- and tetrahydrothiophene products serve as exceptionally versatile intermediates providing access to thiophenes, dienes, dendralenes, and vic-quarternary carbon centers. The use of high-pressure conditions enables thermally unstable, sterically encumbered or moderately reactive substrates to undergo the cycloaddition under mild conditions, thereby increasing the yield by up to 58percent. In addition, we showcase its utility by the formal syntheses of the pharmaceuticals NGB 4420 and tenilapine.
A general catalyst for the β-selective C - H bond arylation of thiophenes with iodoarenes
Ueda, Kirika,Yanagisawa, Shuichi,Yamaguchi, Junichiro,Itami, Kenichiro
supporting information; experimental part, p. 8946 - 8949 (2011/02/21)
Open access: The normally less-reactive β position of thiophenes was previously inaccessible to direct functionalization. However, the β selectivity observed with the catalytic system PdCl2/P{OCH(CF 3)2}3/Ag2CO3 in the arylation of thiophenes with iodoarenes (see scheme) is a remarkably general phenomenon applicable to unsubstituted, monosubstituted, and disubstituted thiophene derivatives, as well as thiophene-containing fused aromatic compounds.
