Tetrahedron

A highly active catalyst for the reductive cyclization of ortho-nitrostyrenes under mild conditions

…, JH Smitrovich, R Sidler, C Qu, V Gresham, C Bazaral

Index: Davies, Ian W.; Smitrovich, Jacqueline H.; Sidler, Rick; Qu, Chuanxing; Gresham, Venita; Bazaral, Charles Tetrahedron, 2005 , vol. 61, # 26 p. 6425 - 6437

Full Text: HTML

Citation Number: 59

Abstract

A mild and efficient method for the palladium-catalyzed reductive cyclization of ortho- nitrostyrenes to afford indoles is reported. Treatment of ortho-nitrostyrenes with 0.1 mol% palladium (II) trifluoroacetate [Pd (TFA) 2] and 0.7 mol% 3, 4, 7, 8-tetramethyl-1, 10- phenanthroline (tm-phen) in DMF at 15psig CO and 80° C afforded indoles in good to excellent yields. When the reaction was conducted in toluene, the corresponding N- ...

Related Articles:

Pd PEPPSI??IPr??Mediated Reactions in Metal??Coated Capillaries Under MACOS: The Synthesis of Indoles by Sequential Aryl Amination/Heck Coupling

[Shore, Gjergji; Morin, Sylvie; Mallik, Debasis; Organ, Michael G. Chemistry - A European Journal, 2008 , vol. 14, # 4 p. 1351 - 1356]

Dirhodium (II)??Catalyzed Intramolecular C H Amination of Aryl Azides

[Shen, Meihua; Leslie, Brooke E.; Driver, Tom G. Angewandte Chemie - International Edition, 2008 , vol. 47, # 27 p. 5056 - 5059]

Modular synthesis of indoles from imines and o-Dihaloarenes or o-Chlorosulfonates by a Pd-catalyzed cascade process

[Barluenga, Jose; Jimenez-Aquino, Agustin; Aznar, Fernando; Valdes, Carlos Journal of the American Chemical Society, 2009 , vol. 131, p. 4031 - 4041]

The sequential reactions of tetrazoles with bromoalkynes for the synthesis of (Z)-N-(2-bromo-1-vinyl)-N-arylcyanamides and 2-arylindoles

[Zhang, Jiajun; Meng, Ling-Guo; Li, Pinhua; Wang, Lei RSC Advances, 2013 , vol. 3, # 19 p. 6807 - 6812]

Microwave??Accelerated Pd??Catalyzed Desulfitative Direct C2??Arylation of Free (NH)??Indoles with Arylsulfinic Acids

[Miao, Tao; Li, Pinhua; Wang, Guan-Wu; Wang, Lei Chemistry - An Asian Journal, 2013 , vol. 8, # 12 p. 3185 - 3190]

More Articles...