- Rhodium-Catalyzed Spiro Indenyl Benzoxazine Synthesis via C-H Activation/Annulation of 3-Aryl-2H-Benzo[b][1,4]oxazines and Alkynes
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The rhodium (III)-catalyzed annulation of 3-Aryl-2H-Benzo[b][1,4]oxazines with alkynes via C–H activation has been developed. This reaction afforded a series of spiro indenyl benzoxazine in high yields under mild reaction condition with good functional group tolerance.
- Tan, Heng,Laishram, Ronibala Devi,Zhang, Xuexin,Shi, Guangrui,Li, Kangkui,Chen, Jingchao
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supporting information
p. 4542 - 4546
(2020/07/04)
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- A Rhodium-Catalyzed [3 + 2] Annulation of General Aromatic Aldimines/Ketimines and N-Substituted Maleimides
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A new class of rhodium-catalyzed, C-H activation triggered [3 + 2] annulations of aromatic aldimines or ketimines and maleimides was reported in this study. A broad scope of general imines without electron-withdrawing groups were successfully activated an
- Zhu, Chengfeng,Luan, Jichao,Fang, Jun,Zhao, Xu,Wu, Xiang,Li, Yougui,Luo, Yunfei
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supporting information
(2018/09/27)
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- A Rhodium-Catalyzed [3 + 2] Annulation of General Aromatic Aldimines/Ketimines and N-Substituted Maleimides
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A new class of rhodium-catalyzed, C-H activation triggered [3 + 2] annulations of aromatic aldimines or ketimines and maleimides was reported in this study. A broad scope of general imines without electron-withdrawing groups were successfully activated an
- Zhu, Chengfeng,Luan, Jichao,Fang, Jun,Zhao, Xu,Wu, Xiang,Li, Yougui,Luo, Yunfei
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supporting information
p. 5960 - 5963
(2018/09/29)
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- Highly enantioselective spinol-derived phosphoric acid catalyzed transfer hydrogenation of diverse C=N-containing heterocycles
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A highly efficient and enantioselective hydrogenation of diversely substituted C=N-containing heterocyclic compounds such as 3-aryl-1,4-benzoxazines and 2-arylquinolines was experimentally explored by using 1,1′-spirobiindane-7,7′-diol-derived chiral phosphoric acids as the catalyst. This method provides straightforward access to the corresponding tetrahydroquinolines and dihydro-2H-1,4-benzothiazines in high yields (85-99%) with excellent enantioselectivities (91-99%). The attractive features of this procedure, which include mild reaction conditions, operational simplicity, relatively low catalyst loading (1 mol-%), and high levels of enantioselectivities, make it a useful approach for the practical synthesis of optically active nitrogen-containing aromatic heterocycles.
- Zhang, Yiliang,Zhao, Rong,Bao, Robert Li-Yuan,Shi, Lei
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supporting information
p. 3344 - 3351
(2015/05/20)
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- 4,5-Dihydropyrrolo[1,2-a]quinoxalines: A tunable and regenerable biomimetic hydrogen source
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A series of tunable and regenerable biomimetic hydrogen sources, 4,5-dihydropyrrolo[1,2-a]quinoxalines, have been synthesized and applied in biomimetic asymmetric hydrogenation of 3-aryl-2H-benzo[b][1,4]oxazines and 1-alkyl-3-aryl-quinoxalin-2(1H)-ones, providing the chiral amines with up to 92% and 89% ee, respectively.
- Chen, Zhang-Pei,Chen, Mu-Wang,Guo, Ran-Ning,Zhou, Yong-Gui
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supporting information
p. 1406 - 1409
(2014/04/03)
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- [Ir(P-OP)]-catalyzed asymmetric hydrogenation of diversely substituted C=N-containing heterocycles
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Iridium(I) complexes of enantiomerically pure phosphine-phosphite ligands ([Ir(Cl)(cod)(P - OP)]) efficiently catalyze the enantioselective hydrogenation of diverse C=N-containing heterocyclic compounds (benzoxazines, benzoxazinones, benzothiazinones, and quinoxalinones; 25 examples, up to 99% ee). A substrate-to-catalyst ratio as high as 2000:1 was reached.
- Nunez-Rico, Jose Luis,Vidal-Ferran, Anton
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supporting information
p. 2066 - 2069
(2013/06/04)
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- Lewis base organocatalyzed enantioselective hydrosilylation of 1,4-benzoxazines
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A chiral Lewis base organocatalyzed enantioselective hydrosilylation of 1,4-benzoxazines is presented. The reactions afforded various enantioenriched 3-substituted dihydro-2H-1,4-benzoxazines with high yields (up to 98%) in moderate enantioselectivities (up to 87% ee).
- Jiang, Yan,Liu, Li-Xin,Yuan, Wei-Cheng,Zhang, Xiao-Mei
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p. 1797 - 1800
(2012/08/29)
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- Iridium-catalyzed asymmetric hydrogenation of 3-substituted 2H-1,4-benzoxazines
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The highly enantioselective hydrogenation of 3-aryl-2H-1,4-benzoxazines was achieved using the (cyclooctadiene)iridium chloride dimer/(S)-SegPhos/iodine {[Ir(COD)Cl]2/(S)-SegPhos/I2} system as catalyst with up to 92% ee. The 3-styryl
- Gao, Kai,Yu, Chang-Bin,Wang, Duo-Sheng,Zhou, Yong-Gui
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experimental part
p. 483 - 488
(2012/05/04)
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- A novel reduction of o-nitrophenoxy compounds promoted by low-valent titanium: An access to 2H-1,4-benzoxazine derivatives
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The intramolecular reductive cyclizations of o-nitrophenoxyacetophenones, o-nitrophenoxyacetate and o-nitrophenoxyacetonitrile induced by the Sm/TiCl4 system were studied; 2H-1,4-benzoxazines are obtained in high yields under room temperature conditions.
- Ma,Zhang
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p. 388 - 389
(2007/10/03)
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- SYNTHESIS OF 3-ARYLCOUMARINS, 2-AROYLBENZOFURANS AND 3-ARYL-2H-1,4-BENZOXAZINES UNDER PHASE-TRANSFER CATALYSIS CONDITIONS
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The synthesis of 3-arylcoumarins, 2-aroylbenzofurans and 3-aryl-2H-1,4-benzoxazines under phase transfer catalysis conditions is described.
- Sabitha, G.,Rao, A. V. Subba
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p. 341 - 354
(2007/10/02)
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