19611-15-5Relevant academic research and scientific papers
Single-Flask Multicomponent Synthesis of Highly Substituted α-Pyrones via a Sequential Enolate Arylation and Alkenylation Strategy
Grigalunas, Michael,Wiest, Olaf,Helquist, Paul
, p. 5724 - 5727 (2016)
Trisubstituted α-pyrones are obtained by a Pd-catalyzed three-component, single-flask operation via an α-arylation, subsequent α-alkenylation, alkene isomerization, and dienolate lactonization. A variety of coupling components under mild conditions afforded isolated yields of up to 93% of the pyrones with complete control of regioselectivity. Metal dependence was noted for three of the steps of the pathway. Utility of the pyrone products was demonstrated by further transformations providing convenient access to polyaromatic compounds, exhibiting broad molecular diversity.
Cp?Co(III)-Catalyzed Annulation of Carboxylic Acids with Alkynes
Mandal, Rajib,Sundararaju, Basker
supporting information, p. 2544 - 2547 (2017/05/25)
A new procedure for oxidative coupling of aromatic and acrylic acids with alkynes has been developed using abundant, nontoxic, and air stable Cp?Co(III) catalyst. The coupling involves initial cyclometalation via weak chelation-assisted C-H bond activation followed by alkyne coordination, insertion, and reductive elimination leading to diverse isocoumarins (α-pyranones) in good yields under mild conditions.
Water as a green solvent for efficient synthesis of isocoumarins through microwave-accelerated and Rh/Cu-catalyzed C-H/O-H bond functionalization
Li, Qiu,Yan, Yunnan,Wang, Xiaowei,Gong, Binwei,Tang, Xiaobo,Shi, Jingjing,Xu, H. Eric,Yi, Wei
, p. 23402 - 23408 (2013/11/19)
Green chemistry that uses water as a solvent has recently received great attention in organic synthesis. Here we report an efficient synthesis of biologically important isocoumarins through direct cleavage of C-H/O-H bonds by microwave-accelerated and Rh/
Regioselective synthesis of isocoumarins by ruthenium-catalyzed aerobic oxidative cyclization of aromatic acids with alkynes
Chinnagolla, Ravi Kiran,Jeganmohan, Masilamani
supporting information; experimental part, p. 2030 - 2032 (2012/03/11)
The highly regioselective aerobic oxidative cyclization of aromatic, heteroaromatic and alkenyl acids with alkynes in the presence of catalytic amounts of [{RuCl2(p-cymene)}2], AgSbF6 and Cu(OAc)2·H2O
Synthesis of functionalized α-pyrone and butenolide derivatives by rhodium-catalyzed oxidative coupling of substituted acrylic acids with alkynes and alkenes
Mochida, Satoshi,Hirano, Koji,Satoh, Tetsuya,Miura, Masahiro
experimental part, p. 6295 - 6298 (2009/12/08)
(Chemical Equation Presented) The straightforward and efficient synthesis of α-pyrone and butenolide derivatives has been achieved by the rhodium-catalyzed oxidative coupling reactions of substituted acrylic acids with alkynes and alkenes, respectively. Some α-pyrones obtained exhibit solid-state fluorescence.
