- Vinylcyclopropanes as All-Carbon 1,5-Dipoles: A Reactivity Switch for Palladium-Catalyzed (5 + 4) Cycloadditions
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Azonanes were prepared by a palladium-catalyzed (5 + 4) cycloaddition between activated vinylcyclopropanes and 1-azadienes. During this process, the vinylcyclopropane partner displayed an unusual reactivity and behaved as an all-carbon 1,5-dipole. A N,N-bidentate ligand was required to inhibit the formation of thermodynamic (3 + 2) cycloadducts.
- Scuiller, Ana?s,Karnat, Alexandre,Casaretto, Nicolas,Archambeau, Alexis
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supporting information
p. 2332 - 2336
(2021/04/05)
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- A Palladium-Catalyzed Oxa-(4+4)-Cycloaddition Strategy towards Oxazocine Scaffolds
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A Pd-catalyzed oxa-(4+4)-cycloaddition between 1-azadienes and (2-hydroxymethyl)allyl carbonates is described. Aurone-derived azadienes furnished polycyclic 1,5-oxazocines in good yields. Interestingly, linear azadienes have also been involved and yielded monocyclic heterocycles with complete regioselectivity. DFT calculations were carried out to gain insight on this observation.
- Scuiller, Ana?s,Liu, Xueyang,Cordier, Marie,Garrec, Julian,Archambeau, Alexis
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supporting information
p. 981 - 986
(2021/06/02)
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- Diversity-oriented synthesis of benzofuro[3,2-b]pyridine derivatives from aurone-derived α,β-unsaturated imines and activated terminal alkynes
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An efficient annulation reaction of aurone-derived α,β-unsaturated imines and activated terminal alkynes mediated by triethylamine is described, which enables the facile synthesis of 1,4-dihydrobenzofuro[3,2-b]pyridines in high yields. When the nucleophil
- Cheng, Bin,He, Yixuan,Li, Hui,Sun, Haiyan,Wang, Taimin,Zhai, Hongbin,Zhang, Xinping,Zhu, Xuecheng
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supporting information
p. 7701 - 7704
(2021/08/09)
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- Divergent synthesis of flavones and aurones via base-controlled regioselective palladium catalyzed carbonylative cyclization
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A regioselective approach for construction of 5-membered and 6-membered flavonoid is established by Pd catalyzed carbonylative cyclization of 2-iodophenol with terminal alkynes using different amine bases under mild reaction condition. The catalytic experiments found that piperazine preferentially accelerate 6-endo cyclization, and triethylamine mediated Pd catalyzed 5-exo cyclization. Under optimized reaction condition, Pd catalyzed carbonylative protocol successfully applied for the diverse structures of 39 examples in good to excellent yield and regioselectivity.
- Xu, Shan,Sun, Huaming,Zhuang, Mengyuan,Zheng, Shaohua,Jian, Yajun,Zhang, Weiqiang,Gao, Ziwei
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p. 264 - 270
(2018/05/04)
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- Design, synthesis and MAO inhibitory activity of 2-(arylmethylidene)-2,3-dihydro-1-benzofuran-3-one derivatives
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A series of 2-(arylmethylidene)-2,3-dihydro-1-benzofuran-3-one derivatives (aurones, 1–20) were synthesized and screened for their inhibitory activity against hMAO. Seventeen compounds (1–5, 7–17, 19) were found to be selective towards hMAO-B, while two w
- Badavath, Vishnu Nayak,Nath, Chandrani,Ganta, Narayana Murthy,Ucar, Gulberk,Sinha, Barij Nayan,Jayaprakash, Venkatesan
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supporting information
p. 1528 - 1532
(2017/07/17)
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- 2-Chlorophenyl-substituted benzofuro[3,2-b]pyridines with enhanced topoisomerase inhibitory activity: The role of the chlorine substituent
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A new series of 2-chloropheny-substituted benzofuro[3,2-b]pyridines were designed, synthesized, and evaluated for topoisomerase I and II inhibition and antiproliferative activity. Compounds 17–19, 23, 24, 26, and 27 exhibited excellent topo II inhibitory
- Thapa Magar, Til Bahadur,Kadayat, Tara Man,Lee, Hwa-Jong,Park, Seojeong,Bist, Ganesh,Shrestha, Aarajana,Kwon, Youngjoo,Lee, Eung-Seok
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p. 3279 - 3283
(2017/07/07)
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- 2,4-Diaryl benzofuro[3,2-b]pyridine derivatives: Design, synthesis, and evaluation of topoisomerase inhibitory activity and cytotoxicity
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Designed and synthesized twenty-four 2,4-diaryl benzofuro[3,2-b]pyridine derivatives were evaluated for topoisomerase I and II inhibitory activities as well as cytotoxicities against several human cancer cell lines. Various aryl groups such as phenyl, 2-
- Thapa, Pritam,Jahng, Yurngdong,Park, Pil-Hoon,Jee, Jun-Goo,Kwon, Youngjoo,Lee, Eung-Seok
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p. 3073 - 3082
(2014/01/06)
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