133380-32-2Relevant articles and documents
Palladium-catalyzed carbonylative annulation of terminal alkynes: Synthesis of coumarins and 2-quinolones
Kadnikov, Dmitry V.,Larock, Richard C.
, p. 425 - 435 (2003)
o-Iodophenols and o-iodoaniline derivatives react with terminal alkynes under 1 atm of CO in the presence of pyridine and catalytic amounts of Pd(OAc)2 to generate coumarins and 2-quinolones, respectively, as the only products. Terminal alkynes bearing alkyl, aryl, silyl, hydroxyl, ester and cyano substituents are effective in these processes affording the desired products in moderate yields. The formation of coumarins and 2-quinolones in this process is in stark contrast with all previously described palladium-catalyzed reactions of o-iodophenols or o-iodoanilines with terminal alkynes and CO, which have afforded chromones and 4-quinolones. Moreover, under our reaction conditions terminal alkynes insert into the carbon-palladium bond instead of undergoing a Sonogashira-type coupling as confirmed by an isotope labeling experiment.
Preparation method of 4-substituted coumarin derivative under iron catalyst and basic additives
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Paragraph 0079-0080; 0091-0094; 0097-0099, (2016/10/24)
The present invention relates to a manufacturing method of 4-substituted coumarin derivatives using iron catalysts and basic additives and, more specifically, to a method which ensures to manufacture 4-substituted coumarin derivatives having various functional groups at the position 4 with high yield in a short period of time while minimizing production of byproducts through a coupling reaction with a Grignard reagent by having 4-substituted coumarin sulfate as a starting material.COPYRIGHT KIPO 2015
