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: Bromotrimethylsilane is highly selective for P-O silyldealkylation of mixed carboxylate-phosphonate alkyl esters and can be used to prepare trimethylsilyl amido-, alkynyl-, and iodoalkyl-ph phosphonates in good yield, thus making the corresponding phosphonic acids readily available via hydrolysis with neutral H2O.
Abstract: Bromotrimethylsilane is highly selective for P–O silyldealkylation of mixed carboxylate–phosphonate alkyl esters and can be used to prepare trimethylsilyl amido-, alkynyl-, and iodoalkyl-phosphonates in good yield, thus making the corresponding phosphonic acids readily available via hydrolysis with neutral H2O.
141 citations
141 citations
TL;DR: An efficient rhodium-catalyzed method for direct C-H functionalization at the C7 position of a wide range of indoles has been developed, with good to excellent yields of alkenylation products.
Abstract: An efficient rhodium-catalyzed method for direct C-H functionalization at the C7 position of a wide range of indoles has been developed. Good to excellent yields of alkenylation products were observed with acrylates, styrenes, and vinyl phenyl sulfones, whereas the saturated alkylation products were obtained in good yield with α,β-unsaturated ketones. Both the N-pivaloyl directing group and the rhodium catalyst proved to be crucial for high regioselectivity and conversion.
141 citations
TL;DR: A Pd-catalyzed method for ligand-directed C-H alkylation with organoboron reagents is described, which is effective for installing methyl and 1° alkyl groups, and do not require promoters such as benzoquinone.
141 citations
TL;DR: A catalytic alkylation reaction was developed using an achiral ruthenium complex, which was then elaborated into a catalytic enantioselective synthesis of P-stereogenic phosphines, which can now be accessed in a single step from simple secondary phosphines and alkyl halides.
Abstract: Ruthenium phosphido complexes have been shown to be excellent nucleophiles, reacting via two-electron processes with a variety of electrophiles. A catalytic alkylation reaction was developed using an achiral ruthenium complex, which was then elaborated into a catalytic enantioselective synthesis of P-stereogenic phosphines. These useful and synthetically challenging phosphines can now be accessed in a single step from simple secondary phosphines and alkyl halides. Optimization and scope of the enantioselective alkylation are discussed.
141 citations