Oxidative cross-coupling of N-(2′-phenylphenyl)benzenesulfonamides or benzoic and naphthoic acids with alkenes using a palladium-copper catalyst system under air

Oxidative cross-coupling of N-(2′-phenylphenyl)benzenesulfonamides or benzoic and naphthoic acids with alkenes using a palladium-copper catalyst system under air
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DOI:
10.1021/jo980584b
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发表时间:
1998-07-24
影响因子:
3.6
通讯作者:
Nomura, M
Nomura, M
中科院分区:
化学2区
文献类型:
--
作者:
Miura, M;Tsuda, T;Nomura, M

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N-(2 ′-苯基苯基)苯磺酰胺与丙烯酸酯在Pd(OAc)(2)、Cu(OAc)(2)和碱的催化体系存在下,在空气中通过2 ′-位C-H键的断裂反应,高产率地生成5,6-二氢-5-(苯磺酰基)菲啶-6-乙酸酯衍生物。苯甲酸与丙烯酸丁酯和苯乙烯反应也可分别得到3-[(丁氧羰基)甲基]苯酞和3-苯基异香豆素。
N-(2'-Phenylphenyl)benzenesulfonamides react with acrylate esters accompanied via cleavage of the C-H bond at their 2'-position in the presence of a catalyst system of Pd(OAc)(2) and Cu(OAc)(2) and a base under air to produce 5,6-dihydro-5-(benzenesulfonyl)phenanthridine-6-acetate derivatives in high yields. The reactions of benzoic acid with butyl acrylate and styrene can also give 3-[(butoxycarbonyl)methyl]phthalide and 3-phenylisocoumarin, respectively.