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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173 citations
TL;DR: The first catalytic and enantioselective C-H alkylation of ferrocene derivatives with various alkenes was achieved using a cationic iridium complex.
Abstract: The first catalytic and enantioselective CH alkylation of ferrocene derivatives with various alkenes was achieved. A cationic iridium complex, having a chiral diene ligand, and an isoquinolyl moiety as a directing group are essential for regioselective and enantioselective CH bond activation.
173 citations
TL;DR: An iridium complex was found to be an efficient catalyst for allylic alkylation of allylic esters with a stabilized carbon nucleophile.
Abstract: An iridium complex was found to be an efficient catalyst for allylic alkylation of allylic esters with a stabilized carbon nucleophile. Highly regioselective alkylation at the substituted allylic t...
173 citations
TL;DR: In this article, a new chelation assisted reaction using a removable 8-aminoquinoline bidentate directing group that permits the ruthenium-catalyzed ortho-C-H bond alkylation of aromatic amides with various α,β-unsaturated ketones under straightforward conditions has been developed.
Abstract: A new chelation assisted reaction using a removable 8-aminoquinoline bidentate directing group that permits the ruthenium-catalyzed ortho-C–H bond alkylation of aromatic amides with various α,β-unsaturated ketones under straightforward conditions has been developed. This methodology represents the first efficient utilization of enones in the ortho directed ruthenium-catalyzed addition of C–H bonds to C–C double bonds. The reaction offers a broad scope and a high functional group tolerance.
172 citations
TL;DR: A versatile transition-metal-catalyzed approach to monoalkylation of primary amides, compatible with a variety of functional groups, and it has been applied to the synthesis of an opioid receptor antagonist.
Abstract: The development of a mild and general method for the alkylation of amides with relatively unreactive alkyl halides (ie, poor substrates for SN2 reactions) is an ongoing challenge in organic synthesis We describe herein a versatile transition-metal-catalyzed approach: in particular, a photoinduced, copper-catalyzed monoalkylation of primary amides A broad array of alkyl and aryl amides (as well as a lactam and a 2-oxazolidinone) couple with unactivated secondary (and hindered primary) alkyl bromides and iodides using a single set of comparatively simple and mild conditions: inexpensive CuI as the catalyst, no separate added ligand, and C–N bond formation at room temperature The method is compatible with a variety of functional groups, such as an olefin, a carbamate, a thiophene, and a pyridine, and it has been applied to the synthesis of an opioid receptor antagonist A range of mechanistic observations, including reactivity and stereochemical studies, are consistent with a coupling pathway that inclu
172 citations