Topic
Alkylation
About: Alkylation is a research topic. Over the lifetime, 29915 publications have been published within this topic receiving 464944 citations. The topic is also known as: alkylation reaction.
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TL;DR: The bis(iminophosphorano)methanediide (carbene) complexes [MCl2{C(Ph2PNSiMe3)2-κC,κ2N,N'} as discussed by the authors form Lewis acid−base adducts with THF, nitriles, and isonitriles and undergo 1,2-addition reactions with amines, alcohols, and alkyl iodides and [2 + 2]-cycloaddition reaction with heteroallenes.
89 citations
TL;DR: The synthesis of enantiopure indole derivatives is of significant importance because optically active indole moieties are a common occurrence in bioactive natural products and pharmaceuticals and the products are privileged structural motifs in natural alkaloids and biologically active compounds.
Abstract: The synthesis of enantiopure indole derivatives is of significant importance because optically active indole moieties are a common occurrence in bioactive natural products and pharmaceuticals. To this end, enormous efforts have been devoted to the development of catalytic asymmetric reactions of indoles in the past decade. It has been well documented that the C3-position of an indole is the most reactive one among the three positions (N1, C2, C3) under the conditions of the Friedel–Crafts reaction. Recently, the enantioselective C2 alkylation of indoles was realized through variations of the Pictet–Spengler reaction, alkylation of 2-indolyl trifluoroborate salts, and alkylation/oxidation of 4,7-dihydroindoles. However, the enantioselective N-substitution of indoles has rarely been explored due to the weak acidity of the N H group, despite the fact that the products are privileged structural motifs in natural alkaloids and biologically active compounds (Figure 1).
89 citations
89 citations
TL;DR: This new procedure shows that the inherent requirement for a leaving group in the Tsuji-Trost palladium-catalyzed allylic alkylation can be lifted, thus providing a means to enhance synthetic efficiency in these reactions.
Abstract: Recent breakthroughs have proved that direct palladium(II)-catalyzed allylic C-H alkylation can be achieved. This new procedure shows that the inherent requirement for a leaving group in the Tsuji-Trost palladium-catalyzed allylic alkylation can be lifted. These initial reports hold great promise for the development of allylic C-H alkylation into a widely applicable methodology, thus providing a means to enhance synthetic efficiency in these reactions.
89 citations
TL;DR: A metal-free photoredox C-H alkylation of heteroaromatics from readily available carboxylic acids using an organic photocatalyst and hypervalent iodine reagents under blue LED light is reported.
89 citations