- Terpyridinebenzaldehyde isomers: One-pot facile synthesis
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We have explored the use of (diethoxymethyl)benzaldehyde readily available as a starting material allowing us to end up with Terpyridinebenzaldehyde isomers. An environmentally friendly procedure was undertaken for the synthesis of a series of 4, 3 and 2-([2,2′:6′,2″-terpyridin]-4′-yl)benzaldehyde isomers (para, meta and ortho position). These compounds have been synthesized in one-pot conditions using ethanol and aqueous ammonia as solvents, at room temperature. This methodology offers substantial advantages with respect to its simplicity of operation, reaction time, satisfying yield of products and easy work-up procedure under mild reaction conditions. Apart from spectroscopic characterization, the structure of one of the Terpyridinebenzaldehyde derivative is confirmed by single-crystal X-ray diffraction.
- Jouaiti, Abdelaziz
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- Synthesis of carbamoylpyridine and imidazo[1,5-a]pyridin-1,3-diones via ortho-acetalhydantoin intermediates
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A new method for preparing carbamoylpyridine and imidazo[1,5-a]pyridin-1,3- dione rings from an ortho-acetalmethylideneimidazolidin-2,4-dione is described.
- Chezal, Jean M.,Moreau, Emmanuel,Desbois, Nicolas,Blache, Yves,Chavignon, Olivier,Teulade, Jean C.
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- Copper-Catalyzed One-Pot Cascade Cyclization for the Synthesis of Isoindolo[2,1-a]quinoxalines
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A copper-catalyzed one-pot cascade cyclization of 2-(1-(acetyloxy)propargyl)benzaldehydes with o-phenylenediamines for an access to substituted isoindolo[2,1-a]quinoxalines has been developed. The reaction features readily available starting materials, simple operational procedure, and broad substrate scopes. Under optimal conditions, various isoindolo[2,1-a]quinoxalines were afforded in 41–88% yields. (Figure presented.).
- Li, Ling,Liu, Zhen-Ting,Hu, Xiang-Ping
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p. 4272 - 4276
(2021/08/03)
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- Construction of complex bisether-bridged medium-sized cyclic compounds from o-(1-(acyloxy)propargyl)benzaldehydes under base and acid catalysis
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We report herein our serendipitous discovery of the rapid and straightforward accesses to unprecedented diverse complex molecular structures from readily available starting materials. Catalyzed by 1,8-diazabicyclo[5.4.0]undec-7-ene under mild conditions, o-(1-(acyloxy)propargyl)benzaldehydes 1 underwent efficient and selective dimerization reactions to produce novel complex bisether-bridged tricyclic products 3 and 4. The reactions proceeded most probably through dimerizations between 3-methylene-3H-isochromene intermediate and its zwitterionic resonance structures which were generated from a concerted 6-πelectrocyclic ring closure reaction from the initially formed (2-formylphenyl)allene intermediates derived directly from o-(1-(acyloxy)propargyl)benzaldehydes. Treatment of the resulting product simply with NaOEt in ethanol and aqueous HCl, respectively, enabled further development of complex molecular diversities.
- Zhao, Yun-Long,Cheng, Ying
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p. 11114 - 11124
(2019/09/30)
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- Asymmetric Synthesis of Multifunctionalized 2,3-Benzodiazepines by a One-Pot N-heterocyclic Carbene/Chiral Palladium Sequential Catalysis
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We report the first example of the construction of chiral 2,3-benzodiazepine compounds which are of biologic and pharmaceutical relevance by asymmetric catalysis. Catalyzed by a thiazolium-derived carbene and a palladium-chiral bidentate phosphine complex
- Cheng, Ying,Ding, Ya-Li,Niu, Shuang-Shuo,Wu, Pei,Zhao, Yun-Long
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- USE OF INHIBITOR OF APOPTOSIS PROTEIN (IAP) ANTAGONISTS IN HIV THERAPY
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Provided herein is the use of compounds that modulate the activity of inhibitor of apoptosis proteins (IAPs), alone or in combination with other therapeutic agents, in the treatment of human immunodeficiency virus (HIV).
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Paragraph 00503
(2015/12/30)
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- Synthesis of spiro bis-indanes via domino Stetter-aldol-Michael and Stetter-aldol-aldol reactions: Scope and limitations
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The synthesis of spiro bis-indanes by means of N-heterocyclic carbene (NHC) catalysis is reported. The dimerization of various o-formylchalcone substrates or their combination with phthaldialdehyde derivatives under the catalysis of thiazolium-derived carbenes afforded Stetter-aldol-Michael products and Stetter-aldol-aldol products, respectively. The use of poor Michael acceptors in conjunction with an N-alkyltriazolium-derived catalyst furnished a variety of dibenzo[8]annulene products. This work highlights the interplay of a variety of factors affecting competing pathways in NHC-catalyzed domino reactions. Georg Thieme Verlag Stuttgart - New York.
- Sanchez-Larios, Eduardo,Holmes, Janice M.,Daschner, Crystal L.,Gravel, Michel
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supporting information; experimental part
p. 1896 - 1904
(2011/08/07)
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- Efficient entry into 2-substituted tetrahydroquinoline systems through alkylative ring expansion: Stereoselective formal synthesis of (±)-martinellic acid
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(Chemical Equation Presented) A new efficient synthesis of 2-substituted tetrahydroquinolines has been achieved by the domino reaction of N-indanyl(methoxy)amines, which consists of three types of reactions: elimination of an alcohol, the rearrangement of an aryl group, and the addition of an organolithium or magnesium reagent. The synthetic utility of this approach is demonstrated by the stereoselective formal synthesis of (±)- martinellic acid.
- Ueda, Masafumi,Kawai, Sayuri,Hayashi, Masataka,Naito, Takeaki,Miyata, Okiko
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experimental part
p. 914 - 921
(2010/06/16)
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- Benzylamine derivatives which are useful in treating psychiatric disorders
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The present invention relates to certain novel benzylamine derivatives, to processes for their preparation, to pharmaceutical formulations containing them and to their use in medical therapy, particularly in the treatment of depression.
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