Palladium-catalyzed desulfitative C-H arylation of azoles with sodium sulfinates

被引:112
作者
Chen, Ru [1 ]
Liu, Saiwen [1 ]
Liu, Xinhua [1 ]
Yang, Luo [1 ]
Deng, Guo-Jun [1 ]
机构
[1] Xiangtan Univ, Key Lab Environm Friendly Chem & Applicat, Minist Educ, Coll Chem, Xiangtan 411105, Peoples R China
基金
中国国家自然科学基金;
关键词
CROSS-COUPLING REACTIONS; BOND FUNCTIONALIZATION; SULFONYL CHLORIDES; ARENESULFONYL CHLORIDES; ARYL; ACTIVATION; HETEROCYCLES; ACIDS; HETEROARENES; OLEFINS;
D O I
10.1039/c1ob06387a
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学];
摘要
A palladium-catalyzed desulfitative C-H arylation of azoles with sodium sulfinates using Cu(OAc)(2)center dot H2O as oxidant has been discovered. The reaction proceeded well for a range of different substrates under oxidative conditions. A series of aryl-substituted azoles have been synthesized in moderate to good yields.
引用
收藏
页码:7675 / 7679
页数:5
相关论文
共 113 条
[1]
Palladium-Catalyzed Direct Arylations, Alkenylations, and Benzylations through C-H Bond Cleavages with Sulfamates or Phosphates as Electrophiles [J].
Ackermann, Lutz ;
Barfuesser, Sebastian ;
Pospech, Jola .
ORGANIC LETTERS, 2010, 12 (04) :724-726
[2]
Aryl-aryl bond formation by transition-metal-catalyzed direct arylation [J].
Alberico, Dino ;
Scott, Mark E. ;
Lautens, Mark .
CHEMICAL REVIEWS, 2007, 107 (01) :174-238
[3]
[Anonymous], 2004, ACS SYM SER
[4]
[Anonymous], 2010, C H ACTIVATION
[5]
C-C, C-O, C-N bond formation on sp2 carbon by Pd(II)-catalyzed reactions involving oxidant agents [J].
Beccalli, Egle M. ;
Broggini, Gianluigi ;
Martinelli, Michela ;
Sottocornola, Silvia .
CHEMICAL REVIEWS, 2007, 107 (11) :5318-5365
[6]
Synthesis of 2-substituted-benzothiazoles by palladium-catalyzed intramolecular cyclization of o-bromophenylthioureas and o-bromophenylthioamides [J].
Benedí, C ;
Bravo, F ;
Uriz, P ;
Fernández, E ;
Claver, C ;
Castillón, S .
TETRAHEDRON LETTERS, 2003, 44 (32) :6073-6077
[7]
One-pot preparation of 2-(Alkyl)arylbenzothiazoles from the corresponding o-halobenzanilides [J].
Bernardi, Dan ;
Ba, Lalla Aiecha ;
Kirsch, Gilbert .
SYNLETT, 2007, (13) :2121-2123
[8]
Synthesis of 2-arylbenzothiazoles by DDQ-promoted cyclization of thioformanilides; A solution-phase strategy for library synthesis [J].
Bose, D. Sublias ;
Idrees, Mohd. ;
Srikanth, Bingi .
SYNTHESIS-STUTTGART, 2007, (06) :819-823
[9]
Palladium-Catalyzed Selective Dehydrogenative Cross-Couplings of Heteroarenes [J].
Bugaut, Xavier ;
Glorius, Frank .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (33) :7479-7481
[10]
Campeau LC, 2007, ALDRICHIM ACTA, V40, P35