- One-Pot Olefin Isomerization/Aliphatic Enamine Ring-Closing Metathesis/Oxidation/1,3-Dipolar Cycloaddition for the Synthesis of Isoindolo[1,2-a]isoquinolines
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N-Alkyl-N-(2-vinylbenzyl)prop-2-en-1-amine derivatives undergo a one-pot olefin isomerization/aliphatic enamine ring-closing metathesis (RCM)/oxidation/1,3-dipolar cycloaddition sequence with the ruthenium complex, Ru(CO)HCl(PPh3)3, a second generation Hoveyda-Grubbs catalyst, and a 1,3-dipolarophile. Overall, in a single operation the reaction sequence converts simple benzylamine derivatives into isoindolo[1,2-a]isoquinolines with a π-conjugated four-ring system, through three unique ruthenium-catalyzed transformations.
- Fujii, Yuki,Takehara, Tsunayoshi,Suzuki, Takeyuki,Fujioka, Hiromichi,Shuto, Satoshi,Arisawa, Mitsuhiro
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Read Online
- A one-pot domino reaction for the synthesis of 3-arylindolizines from pyridines, benzyl halides, and dihalide-substituted electron-deficient alkenes
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3-Arylindolizines were prepared by one-pot domino reactions from benzyl halides with pyridine (or isoquinoline) and cyclic or acyclic dihalide-substituted electron-deficient alkenes in the presence of potassium carbonate via in situ generated N-ylide intermediate. Both electron-donating and electron-withdrawing groups are tolerated in the aryl ring of benzyl halides. The yields range from moderate to high. Georg Thieme Verlag Stuttgart - New York.
- Hu, Huayou,Shi, Kunbo,Hou, Rongrong,Zhang, Zaichao,Zhu, Yulan,Zhou, Jianfeng
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experimental part
p. 4007 - 4014
(2011/02/22)
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- Reaction of 2-Benzoyl-1,2-Dihydroisoquinaldonitrile Hydrofluoroborate Salt with some 1,4-Quinones
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In all reactions studied up to the present time with olefins, the Reissert hydrofluoroborate salts have given only the Diels-Alder adducts.With 1,4-benzo- and naphthoquinones, we have found evidence for 1,3-dipolar cycloaddition.The structure of cycloaddu
- Monnier, Karin,Schmitt, Gerard,Laude, Bernard,Theobald, Francois,Rodier, Noel
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p. 1609 - 1610
(2007/10/02)
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