82587-72-2Relevant academic research and scientific papers
A Regioselective Approach to C3-Aroylcoumarins via Cobalt-Catalyzed C(sp 2)-H Activation Carbonylation of Coumarins
Ansari, Samira,Mirzaei, Siyavash,Pashazadeh, Rahim,Rajai-Daryasarei, Saideh,Shabanian, Meisam,Soheilizad, Mehdi
supporting information, p. 3014 - 3020 (2019/07/22)
A new cobalt-catalyzed C-H bond activation of coumarins with aryl halides or pseudohalides and carbon monoxide insertion to give various 3-aroylcoumarin derivatives is described. It is the first time that CO as C1 feedstock is used as the coupling partners in cobalt-catalyzed regioselective coumarin C-H functionalization reactions. Upon activation with manganese powder, the Co catalyzes the C-H bond activation carbonylation reactions of aryl iodides, bromides, and even triflates under mild conditions, providing the regioselective aroylated products in moderate to good yields.
A 3 - aryl carbamoyl coumarin derivative synthesis method
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Paragraph 0022; 0023; 0024; 0025, (2017/07/04)
The present invention discloses a preparation method of 3-aryl-formyl coumarin derivatives (I) and (II), and belongs to the field of organic chemistry. According to the method, a substituted coumarin derivative and aryl aldehyde are adopted as raw materia
A Regioselective Metal-Free Construction of 3-Aroyl Coumarins by Csp2-H Functionalization
Jafarpour, Farnaz,Abbasnia, Masoumeh
, p. 11982 - 11986 (2016/12/09)
A successive metal-free TBHP-mediated regioselective C-H functionalization of coumarins toward expedient synthesis of 3-aroyl coumarins is unveiled. The ongoing method conducted through the reaction of either coumarins or coumarin-3-carboxylic acids with
Regioselective transition metal-free acylation of coumarins via cross-dehydrogenative coupling reaction of coumarins and aldehydes
Adib, Mehdi,Rajai-Daryasarei, Saideh,Pashazadeh, Rahim,Tajik, Mahnaz,Mirzaei, Peiman
, p. 3701 - 3705 (2016/07/26)
A transition metal-free cross-dehydrogenative coupling reaction is described for the preparation of 3-acylcoumarins. Heating a mixture of a coumarin, an aldehyde, and the K2S2O8/Aliquat 336 system in chlorobenzene at 100 °C for 8 h regioselectively afforded the corresponding 3-acylcoumarin derivatives in good to excellent yields.
Regioselective Coupling Reactions of Coumarins with Aldehydes or Di-tert-butyl Peroxide (DTBP) through a C(sp2)-H Functionalization Process
Zhao, Wannian,Xu, Lei,Ding, Yingcai,Niu, Ben,Xie, Ping,Bian, Zhaogang,Zhang, Denghong,Zhou, Aihua
, p. 325 - 330 (2016/02/14)
Coumarin derivatives are highly valuable compounds in drug discovery. Herein, we have developed two new coupling reactions that involve coumarins and either aldehydes or di-tert-butyl peroxide (DTBP) in the presence of inexpensive copper or iron catalysts. Both of these reactions proceed through a C(sp2)-H functionalization process to regioselectivity generate keto- or methyl-substituted coumarin derivatives in moderate to good yields These coupling reactions will enrich current coumarin chemistry.
Iron-catalyzed regioselective direct coupling of aromatic aldehydes with coumarins leading to 3-aroyl coumarins
Yuan, Jin-Wei,Yin, Qiu-Yue,Yang, Liang-Ru,Mai, Wen-Peng,Mao, Pu,Xiao, Yong-Mei,Qu, Ling-Bo
, p. 88258 - 88265 (2015/11/09)
An efficient protocol for iron-catalyzed cross-coupling of coumarins with aromatic aldehydes has been developed. The various 3-aroyl coumarins were selectively afforded in moderate yields. Some notable features of this protocol are high efficiency, wide f
Diacylation of coumarins by silver-catalyzed decarboxylative cross-coupling
Wang, Hua,Zhou, Shi-Liu,Guo, Li-Na,Duan, Xin-Hua
, p. 630 - 636 (2015/02/02)
A mild silver-catalyzed decarboxylative acylation of coumarins has been developed by using α-oxocarboxylic acids as acyl sources. This protocol provides an efficient and straightforward access to aroyl substituted coumarins in moderate to excellent yields with good selectivities. Furthermore, the reaction conditions were also applicable to quinolinones and naphthoquinones, affording the corresponding acylated heterocyclic compounds.
DABCO and Bu3P catalyzed [4 + 2] and [3 + 2] cycloadditions of 3-acyl-2H-chromen-ones and ethyl 2,3-butadienoate
Wang, Ying,Yu, Zhi-Hua,Zheng, Hu-Fei,Shi, De-Qing
, p. 7739 - 7746 (2013/04/23)
DABCO-catalyzed [4 + 2] and Bu3P-catalyzed [3 + 2] cycloadditions between 3-acyl-2H-chromen-ones and ethyl 2,3-butadienoate were developed for the synthesis of dihydropyran-fused and cyclopenten-fused chromen-2-ones with high regio- and stereo-
An expedient route to highly functionalized 2H-chromene-2-thiones via ring annulation of β-oxodithioesters catalyzed by InCl3 under solvent-free conditions
Verma, Rajiv Kumar,Verma, Girijesh K.,Raghuvanshi, Keshav,Singh, Maya Shankar
, p. 584 - 589 (2011/03/18)
A convenient and one-pot synthesis of 3-aroyl/heteroaroyl-2H-chromene-2- thiones and benzo[f]2H-chromene-2-thiones has been developed by the condensation of β-oxodithioesters and salicylaldehydes/α-hydroxynaphthaldehydes in the presence of indium trichlor
Condensation of α-aroylketene dithioacetals and 2- hydroxyarylaldehydes results in facile synthesis of a combinatorial library of 3-aroylcoumarins
Rao, H. Surya Prakash,Sivakumar
, p. 8715 - 8723 (2007/10/03)
A facile, convenient, efficient, and high yielding synthesis of a combinatorial library of 3-aroylcoumarins has been developed by the condensation of easily available α-aroylketene dithioacetals (AKDTAs) and 2-hydroxybenzaldehydes (salicylaldehydes)/2-hydroxy-1-naphthaldehyde in the presence of catalytic amount of piperidine in THF reflux. The condensation of ferrocene derived α-aroylketene dithioacetal and 2-hydroxybenzaldehyde furnished coumarin installed on a ferrocene platform.
