Synthesis of bisquinolone-based mono- and diphosphine ligands of the aza-BINAP type

被引：18
作者：
Arshad, Nuzhat
Hashim, Jamshed
Kappe, C. Oliver [1 ]
机构：
[1] Karl Franzens Univ Graz, CDLMC, A-8010 Graz, Austria
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 12期
基金：
美国国家航空航天局; 美国国家科学基金会;
关键词：
D O I：
10.1021/jo800665t
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Mono- and bisphosphine ligands based on the 4,4'-bisquinolone structural framework (BIQUIP ligands) were generated by direct microwave-assisted palladium-catalyzed carbon-phosphorus cross-coupling reactions employing the corresponding heteroaryl bromides and diphenylphosphine as substrates.
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收藏
页码：4755 / 4758
页数：4
相关论文
共 34 条
[1]   Synthesis, resolution, and application of 2,2′-bis(diphenylphosphino)-3,3′-binaphtho[b]furan (BINAPFu) [J].
Andersen, NG ;
Parvez, M ;
McDonald, R ;
Keay, BA .
CANADIAN JOURNAL OF CHEMISTRY, 2004, 82 (02) :145-161
[2]   Synthesis, resolution, and applications of 2,2′-bis(diphenylphosphino)-3,3′-binaphtho[2,1-b]furan [J].
Andersen, NG ;
Parvez, M ;
Keay, BA .
ORGANIC LETTERS, 2000, 2 (18) :2817-2820
[3]   The selective reaction of aryl halides with KOH: Synthesis of phenols, aromatic ethers, and benzofurans [J].
Anderson, Kevin W. ;
Ikawa, Takashi ;
Tundel, Rachel E. ;
Buchwald, Stephen L. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (33) :10694-10695
[4]   Recent developments in microwave-assisted, transition-metal-catalysed C-C and C-N bond-forming reactions [J].
Appukkuttan, Prasad ;
Van der Eycken, Erik .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 2008 (07) :1133-1155
[5]   (DIPHENYLPHOSPHINO)-BIHETEROARYLS - THE FIRST EXAMPLE OF A NEW CLASS OF CHIRAL ATROPISOMERIC CHELATING DIPHOSPHINE LIGANDS FOR TRANSITION-METAL-CATALYZED STEREOSELECTIVE REACTIONS [J].
BENINCORI, T ;
BRENNA, E ;
SANNICOLO, F ;
TRIMARCO, L ;
ANTOGNAZZA, P ;
CESAROTTI, E .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (06) :685-686
[6]   New class of chiral diphosphine ligands for highly efficient transition metal-catalyzed stereoselective reactions: The bis(diphenylphosphino) five-membered biheteroaryls [J].
Benincori, T ;
Brenna, E ;
Sannicolo, F ;
Trimarco, L ;
Antognazza, P ;
Cesarotti, E ;
Demartin, F ;
Pilati, T .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (18) :6244-6251
[7]   Modified BINAP: The how and the why [J].
Berthod, M ;
Mignani, G ;
Woodward, G ;
Lemaire, M .
CHEMICAL REVIEWS, 2005, 105 (05) :1801-1836
[8]  
Braunstein P, 2001, ANGEW CHEM INT EDIT, V40, P680, DOI 10.1002/1521-3773(20010216)40:4<680::AID-ANIE6800>3.0.CO
[9]  
2-0
[10]   BINOL: A versatile chiral reagent [J].
Brunel, JM .
CHEMICAL REVIEWS, 2005, 105 (03) :857-897
1234