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APPLIED ORGANOMETALLIC CHEMISTRY · 2013 ·Vol. 27 ·期 6 ·337-340 · IF 2.011

Protecting-group-free palladium-catalyzed hydroxylation, C–O and C–N coupling of chiral 6-bromo- and 6,6’-dibromo- 1,1’-binaphthols

Junyu Dong,Tianbin Li,Chuan Dai,Wen Weng,Xinghua Xue,Yuyu Zhang,Qingle Zeng

A straightforward, protecting-group-free protocol for the synthesis of chiral 6-substituted and 6,6’-disubstituted binols (binol = 1,1’-bi-2-naphthol) by palladium-catalyzed hydroxylation, C–N and C–O coupling of chiral 6-bromo- and 6,6’ -dibromo-1,1’-binaphthols is developed. The protecting group free palladium-catalyzed hydroxylation, C–O and C–N cross-coupling protocol affords a straightforward and general method for the synthesis of chiral 6-substituted and 6,6’-disubstituted binols with good yields, avoiding the tedious procedures of introduction and removal of protecting groups. Copyright © 2013 John Wiley & Sons, Ltd.

研究领域: 有机化学 · 合成化学

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TETRAHEDRON · 2014 · IF 2.817

One-pot synthesis of 2-arylbenzoxazole derivatives via Cu(I) catalyzed C–N/C–O coupling of N-(2-chloro-phenyl)-2-halo-benzamides and primary amines

Dazhuang Miao,Xuesong Shi,Guozhen He,Yao Tong,Zengqiang Jiang,Shiqing Han

N -(2-Chloro-phenyl)-2-halo-benzamides (halo=I/Br/Cl) as substrates were used for the one-pot synthesis of 2-arylbenzoxazole derivatives via copper-catalyzed intermolecular C–N/intramolecular C–O couplings with primary amines . This aryl amination offers clean reaction conditions and easy work-up in good yields by using CuI as catalyst, readily available 8-hydroxyquinoline as ligand, K 3 PO 4 as base, DMF as solvent.

研究领域: 有机化学 · 合成化学

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