ChemInform Abstract: Copper(I)‐Mediated and Microwave‐Assisted C_aryl—O_carboxylic Coupling: Synthesis of Benzopyranones and Isolamellarin Alkaloids.

Abstract

2008Benzopyran derivatives R 0350Copper (I)-Mediated and Microwave-Assisted Caryl-Ocarboxylic Coupling: Synthesis of Benzopyranones and Isolamellarin Alkaloids. -(THASANA*, N.; WORAYUTHAKARN, R.; KRADANRAT, P.; HOHN, E.; YOUNG, L.; RUCHIRAWAT, S.; J. Org. Chem. 72 (2007) 24, 9379-9382; Lab. Med. Chem., Chulabhorn Res. Inst., Bangkok 10210, Thailand; Eng.) -Jannicke 14-155

7,10-Dibromo-2,3-dicyanopyrazinophenanthrene Aggregates as a Photosensitizer for Nickel-Catalyzed Aryl Esterification

“…The traditional method for the synthesis of aryl esters is the condensation of phenols with carboxylic acids or their derivatives. 2 Over the past years, transition-metal-catalyzed C aryl –O acyl cross-coupling reactions have become an important method for the synthesis of aryl esters, which include the Cu-catalyzed cross-coupling reactions of carboxylic acids with aryl-substituted trimethoxysilanes, 3 aryl halides, 4 aryl boronic acids, 5 and diaryliodonium salts; 6 Pd-catalyzed cross-coupling reactions of carboxylic acids with aryl halides; 7 and Rh-, 8 Pd-, 9 Ru-, 10 Co-, 11 or Cu 12 -catalyzed directing-group-assisted C–H activations with carboxylic acids. These methods are undoubtedly effective but suffer from drawbacks, such as requiring microwave radiation, high-temperature conditions, and use of expensive and/or noncommercially available starting materials.…”

Copper-Mediated C–O/C–N Bond Formation: A Facile Synthesis of 3-Amidocoumarin, 3-Amidoazacoumarin, and N-Aroylindole ­Derivatives

“…These results suggested the plausible reaction mechanism to account for the cyclization reaction that is shown in Scheme 5 . 19a 20 Ring opening of oxazolone 9a forms a mixture of ( E )- and ( Z )-2-benzamido-3-(2-bromophenyl)acrylic acids A and A′ , which then form the complexed intermediates B and B′ , which further cyclize to form the corresponding 3-amidocoumarin 1a and indole-2-carboxamide 12a′ , respectively.…”