- Iodine-Catalyzed Direct C-H Alkenylation of Azaheterocycle N-Oxides with Alkenes
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An efficient and regioselective alkenylation of azaheterocycle N-oxides with alkenes catalyzed by iodine under metal- and external oxidant-free reaction conditions has been developed. A variety of (E)-2-styrylazaheterocycles have been produced in moderate
- Zhang, Zhenhao,Pi, Chao,Tong, Heng,Cui, Xiuling,Wu, Yangjie
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supporting information
p. 440 - 443
(2017/02/10)
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- Facile synthesis of 2-alkenylazaarenes via dehydrative coupling of 2-methylazaarenes with aldehydes ‘on water’
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A catalyst-free dehydrative coupling of 2-methylazaarenes with aldehydes ‘on water’ has been developed for efficient synthesis of (E)-2-alkenylazaarenes. The challenging addition/dehydration of aliphatic aldehyde was successfully implemented using water as a solvent. A variety of 2-methylazaarenes, aromatic and aliphatic aldehydes were well tolerated.
- Fu, Shiheng,Wang, Liang,Dong, Haoxun,Yu, Junqiang,Xu, Lubin,Xiao, Jian
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supporting information
p. 4533 - 4536
(2016/09/23)
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- Regiospecific C-N photocyclization of 2-styrylquinolines
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Regiospecific C-N photocyclization of 2-styrylquinolines resulting in formation of potentially biologically active quino[1,2-a]quinolizinium derivatives was investigated. The presence of strong electron-donating groups in the phenyl ring reveals to be a crucial factor managing photocyclization effectiveness. Introduction of a crown ether moiety allows changing the photoreaction parameters by means of complexation with Mg(ClO4) 2.
- Gulakova, Elena N.,Berdnikova, Daria V.,Aliyeu, Tseimur M.,Fedorov, Yuri V.,Godovikov, Ivan A.,Fedorova, Olga A.
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p. 5533 - 5537
(2014/07/08)
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- Lewis-acid-catalyzed benzylic reactions of 2-methylazaarenes with aldehydes
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Lewis-acid-catalyzed benzylic reactions of 2-methylazaarenes with aldehydes have been investigated. Series of azaarene derivatives were afforded by this reaction. 2-(Pyridin-2-yl)ethanols with common substituents were formed through the LiNTf2-promoted aldol reaction for the first time. 2-Alkenylpyridines, exclusively in the form of the E isomers, were synthesized in the presence of LiNTf2 cooperated with H2NTf. In the presence of La(Pfb)3 as catalysis, 2-alkenylquinolines were obtained in high yields through the reactions between 2-methylquinolines and aldehydes under air.
- Mao, Dan,Hong, Gang,Wu, Shengying,Liu, Xin,Yu, Jianjun,Wang, Limin
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p. 3009 - 3019
(2014/05/20)
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- Iron-catalyzed C(sp3)-H functionalization of methyl azaarenes: A green approach to azaarene-substituted α- Or β-hydroxy carboxylic derivatives and 2-alkenylazaarenes
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Bioactive azaarene-substituted lactic acids, β-hydroxy esters, 3-hydroxy-2H-indol-2-ones, and 2-alkenylazaarenes were prepared in moderate-to-excellent yields via C(sp3)-H functionalization of methyl azaarenes with carbonyl compounds in the presence of iron(ii) acetate as an inexpensive, nontoxic, efficient catalyst. The application of this atom-, step-economic, and environmentally friendly method was demonstrated by a gram-scale synthesis of 3-[(E)-2-(7-chloroquinolin-2-yl)vinyl]benzaldehyde, a key intermediate of leukotriene receptor antagonist (Montelukast).
- Pi, Danwei,Jiang, Kun,Zhou, Haifeng,Sui, Yuebo,Uozumi, Yasuhiro,Zou, Kun
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p. 57875 - 57884
(2015/01/08)
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- Catalyst-free synthesis of (E)-2-alkenylquinoline derivatives via C(sp3)-H functionalization of 2-methylquinolines
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This Letter described a facile approach to synthesize (E)-2-alkenylquinoline derivatives via C(sp3)-H functionalization of 2-methylquinolines under catalyst-free conditions. A variety of electronically and sterically diverse 2-methyl quinoline and aromatic aldehydes were well tolerated.
- Xu, Lubin,Shao, Zhuzhou,Wang, Liang,Zhao, Huaili,Xiao, Jian
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supporting information
p. 6856 - 6860
(2015/01/09)
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- Cobalt-catalyzed direct alkenylation of 2-methylquinolines with aldehydes via C(sp3)-H functionalization in water
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The direct C(sp3)-H alkenylation of 2-methylquinolines with aldehydes as a simple methodology to afford 2-alkenylated quinolines is reported. In the presence of catalytic CoCl2 in water, the economically and ecologically sound transformation is proposed to proceed via the direct benzylic addition to the aldehyde followed by an elimination step to provide 2-alkenylated quinolines in good to excellent yield of up to 95%. Georg Thieme Verlag Stuttgart New York.
- Jamal, Zaini,Teo, Yong-Chua
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supporting information
p. 2049 - 2053
(2014/11/08)
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- Discovery of OT4003, a novel, potent, and orally active cys-LT1 receptor antagonist
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The present paper describes the structural modifications leading to the discovery of a new series of quinoline-containing cys-LT1 receptor (LTD4 receptor) antagonists. A structural optimization with respect to the in vitro receptor b
- Tvaermose-Nielsen, Ole,Rachlin, Schneur,Dannacher, Heinz,Bjoerkling, Fredrik,Kirstein, Dorte,Bramm, Erik,Kaergaard Nielsen, Christian,Mortensen, Jens Thing,Binderup, Lise
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p. 415 - 427
(2007/10/03)
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- Aminostyryl compound, leukotriene antagonistic composition containing the same as effective ingredients and method of antagonizing SRS by employing the same
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Disclosed are an aminostyryl compound represented by Formula I: STR1 wherein A represents a linking group having 3 to 4 chain members; B represents an unsubstituted or substituted 5 to 6-membered monocyclic type heterocyclic residue containing 1 to 2 hete
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