19618-36-1Relevant academic research and scientific papers
Synthesis of seven-membered lactones by regioselective and stereoselective iodolactonization of electron-deficient olefins
Ke, Zhuofeng,Li, Ming,Liu, Yue-Jin,Luo, Xiao-Peng,Shao, You-Xiang,Tang, Pan-Ting,Wang, Liang-Neng,Wei, Yi,Zeng, Ming-Hua,Zhang, Ni-Juan
supporting information, p. 6680 - 6683 (2020/07/03)
A regio- A nd stereoselective iodolactonization of internal electron-deficient olefinic acids has been reported, which provides a straightforward access to a series of multi-functionalized seven-membered lactones containing two consecutive chiral centers. The ester substituents on the olefins played a key role in achieving high regioselectivity. This result was proved through experiments and DFT calculations.
Scalable Electrochemical Dehydrogenative Lactonization of C(sp2/sp3)-H Bonds
Zhang, Sheng,Li, Lijun,Wang, Huiqiao,Li, Qian,Liu, Wenmin,Xu, Kun,Zeng, Chengchu
, p. 252 - 255 (2018/01/17)
A practical, electrochemical method is developed for the direct dehydrogenative lactonization of C(sp2/sp3)-H bonds under external oxidant- and metal-free conditions, delivering diverse lactones, including coumarin derivatives with excellent regioselectivity. The scalable nature of this newly developed electrochemical process was demonstrated on a 40 g scale following an operationally simple protocol. The remote lactonization of C(sp3)-H bonds would constitute an important synthetic advance toward electrochemical C-O bond formation.
A Weinreb Amide Based Building Block for Convenient Access to β,β-Diarylacroleins: Synthesis of 3-Arylindanones
Tiwari, Praveen Kumar,Aidhen, Indrapal Singh
, p. 2637 - 2646 (2016/06/08)
Towards the synthesis of symmetrical and unsymmetrical β,β-diarylacroleins for assembling diarylmethine fragments present in biologically important molecules, we have developed a new Weinreb amide (WA) based building block, derived from propiolic acid. The WA functionality present in this compound allowed the sequential addition of various arylmagnesium bromide reagents in a controlled manner. The developed methodology for the access to β,β-diarylacroleins has been utilised for the synthesis of biologically important 3-arylindanone molecules. Synthesis of both symmetrical and unsymmetrical β,β-diarylacrolein and diarylmethine fragments, have been achieved via easily accessible and hitherto unknown Weinreb Amide (WA) based building block 11. The WA functionality allowed the sequential addition of nucleophiles such as arylmagnesium bromide in a controlled manner, which has enabled the synthesis of an important 3-arylindanone molecule.
Synthesis of coumarins via PIDA/I2-mediated oxidative cyclization of substituted phenylacrylic acids
Li, Jinming,Chen, Huiyu,Zhang-Negrerie, Daisy,Du, Yunfei,Zhao, Kang
, p. 4311 - 4320 (2013/04/24)
A variety of functionalized coumarins were synthesized from substituted phenylacrylic acids via PIDA/I2-mediated and irradiation-promoted oxidative carbon-oxygen bond formation. Our studies show that the oxygen in the pendant carboxylic acid group cyclizes favorably to the aryl ring that is cis to it. The main advantages of this method include good functional group tolerance and the transition-metal-free characteristic. The Royal Society of Chemistry 2013.
Palladium-catalyzed intramolecular amidation of C(sp2)-H bonds: Synthesis of 4-aryl-2-quinolinones
Inamoto, Kiyofumi,Saito, Tadataka,Hiroya, Kou,Doi, Takayuki
supporting information; experimental part, p. 3900 - 3903 (2010/07/05)
Figure presented A catalytic synthetic approach for the synthesis of 2-quinolinone compounds through a Pd-catalyzed C(sp2)-H functionalization/intramolecular amidation sequence is described. The cyclization process efficiently proceeds in the p
Antiatherosclerotic diphenyl alkanamides
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, (2008/06/13)
This disclosure describes novel diaryl-alkanamides. These compounds are useful as pharmaceutical agents for ameliorating atherosclerosis by inhibiting the formation and development of atherosclerotic lesions in the arterial wall of mammals.
