- Solvent-regulated coupling of 2-alkynylbenzaldehydes with cyclic amines: Selective synthesis of fused N-heterocycles and functionalized naphthalene derivatives
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An efficient synthesis of 1,2,3,4-tetrahydrobenzo[g]-quinoline derivatives through PdCl2-catalyzed, TBHP-promoted, and toluene-mediated dehydrogenation/[4+2] cycloaddition of saturated cyclic amines with 2-alkynylbenzaldehydes was developed. On the contrary, when the reaction medium was changed from toluene to DMSO/H2O, another class of important compounds, naphthyl chain amines, formed via a dehydrogenation?intermolecular condensation? C?N bond cleavage?intramolecular condensation pathway, was obtained with good selectivity.
- He, Yan,Fan, Xuesen,Zheng, Zhi,Liu, Qimeng,Zhang, Xinying
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supporting information
p. 9053 - 9058
(2020/12/02)
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- An efficient route to polysubstituted tetrahydronaphthols: Silver-catalyzed [4+2] cyclization of 2-alkylbenzaldehydes and alkenes
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Silver bullet: A methodology for stereoselective synthesis of polysubstituted tetrahydronaphthols catalyzed by [Ag+]/NPO has been developed. The reactions proceeded through an unprecedented [4+2] cyclization of 2-(2-formylphenyl)ethanone and an alkene, in both inter- and intramolecular fashion. NPO=pyridine N-oxide. Copyright
- Zhu, Shifa,Liang, Renxiao,Jiang, Huanfeng,Wu, Wanqing
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p. 10861 - 10865
(2013/01/15)
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- Oxidation of 3-arylisochromans by dimethyldioxirane. An easy route to substituted 3-arylisocoumarins
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The selective oxidation of the two different benzylethereal position of 3-arylisochromans by dimethyldioxirane as a function of different substituents on the aromatic rings was studied. The easy oxidation of these compounds was exploited for a new easy ac
- Bovicelli, Paolo,Lupattelli, Paolo,Crescenzi, Benedetta,Sanetti, Anna,Bernini, Roberta
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p. 14719 - 14728
(2007/10/03)
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- THERMOLYTIC RING OPENING OF ACYLOXYBENZOCYCLOBUTENES: AN EFFICIENT ROUTE TO 3-SUBSTITUTED ISOQUINOLINES
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Upon flash vacuum pyrolysis acyloxybenzocyclobutenes 4 rearrange through an intramolecular 1,5-acyl shift to 2-formylbenzyl ketones 6 which can be converted to 3-substituted isoquinolines 7.
- Schiess, Peter,Huys-Francotte, Martine,Vogel, Caspar
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p. 3959 - 3962
(2007/10/02)
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