Nickel-Catalyzed Carbonylative Synthesis of Functionalized Alkyl Iodides
Sign Up to like & getrecommendations! Published in 2018 at "iScience"
DOI: 10.1016/j.isci.2018.09.024
Abstract: Summary Functionalized alkyl iodides are important compounds in organic chemistry and biology. In this communication, we developed an interesting nickel-catalyzed carbonylative synthesis of functionalized alkyl iodides from aryl iodides and ethers. With Mo(CO)6 as the… read more here.
Keywords: alkyl iodides; synthesis functionalized; nickel catalyzed; functionalized alkyl ... See more keywords
A Halogen-Atom Transfer (XAT)-Based Approach to Indole Synthesis Using Aryl Diazonium Salts and Alkyl Iodides
Sign Up to like & getrecommendations! Published in 2022 at "Organic Letters"
DOI: 10.1021/acs.orglett.2c02840
Abstract: Indoles are among the most important N-heterocycles in pharmaceuticals. Here, we present an alternative to the classic Fischer indole synthesis based on the radical coupling between aryl diazoniums and alkyl iodides. This iron-mediated strategy features… read more here.
Keywords: indole synthesis; halogen atom; alkyl iodides; atom transfer ... See more keywords
Cu-Catalyzed C(sp3) Amination of Unactivated Secondary Alkyl Iodides Promoted by Diaryliodonium Salts.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c01216
Abstract: Herein, we describe the development of a copper-catalyzed C(sp3) amination of unactivated secondary alkyl iodides mediated by diaryliodonium salts. Our protocol is enabled by the intermediacy of aryl radical species that undergo halogen atom transfer… read more here.
Keywords: sp3 amination; alkyl iodides; amination unactivated; catalyzed sp3 ... See more keywords
Photoinduced, Copper-Promoted Regio- and Stereoselective Decarboxylative Alkylation of α,β-Unsaturated Acids with Alkyl Iodides.
Sign Up to like & getrecommendations! Published in 2017 at "Organic letters"
DOI: 10.1021/acs.orglett.7b03289
Abstract: The first example of UV light-induced, copper-catalyzed regio- and stereoselective decarboxylative coupling of α,β-unsaturated acids with alkyl iodides was reported. Under standard conditions, the 1°, 2°, and 3° alkyl iodides proceeded smoothly with the E-selective… read more here.
Keywords: alkyl iodides; unsaturated acids; acids alkyl; copper ... See more keywords
Palladium/Light Induced Radical Alkenylation and Allylation of Alkyl Iodides Using Alkenyl and Allylic Sulfones.
Sign Up to like & getrecommendations! Published in 2018 at "Organic letters"
DOI: 10.1021/acs.orglett.7b04050
Abstract: Alkenylation and allylation of alkyl iodides with alkenyl and allyl sulfones, respectively, took place under Pd/photoirradiation system. The initial alkyl radical, derived from a single electron transfer between Pd(0) and RI, underwent the title transformations.… read more here.
Keywords: allylation alkyl; alkyl iodides; alkenylation allylation;
Copper-Catalyzed Reductive Trifluoromethylation of Alkyl Iodides with Togni's Reagent.
Sign Up to like & getrecommendations! Published in 2018 at "Organic letters"
DOI: 10.1021/acs.orglett.8b02005
Abstract: This work illustrates a reductive cross-electrophile coupling protocol for trifluoromethylation of alkyl iodides under Cu-catalyzed/Ni-promoted reaction conditions. The use of diboron esters as the terminal reductant allows the effective generation of the alkyl-CF3 products with… read more here.
Keywords: alkyl; alkyl iodides; togni reagent; trifluoromethylation alkyl ... See more keywords
Palladium(II)-Catalyzed Stereospecific Alkenyl C–H Bond Alkylation of Allylamines with Alkyl Iodides
Sign Up to like & getrecommendations! Published in 2019 at "ACS Catalysis"
DOI: 10.1021/acscatal.8b04415
Abstract: A palladium-catalyzed stereospecific alkylation of allylamines with primary and secondary alkyl iodides is described. Isoquinoline-1-carboxamide (IQA) acts as directing group to generate multisubstituted olefin products in cis configuration in moderate to good yields. Mechanistic studies… read more here.
Keywords: alkenyl bond; catalyzed stereospecific; palladium catalyzed; alkylation allylamines ... See more keywords
Enantioselective Reductive N-Cyclization-Alkylation Reaction of Alkene-Tethered Oxime Esters and Alkyl Iodides by Nickel Catalysis.
Sign Up to like & getrecommendations! Published in 2022 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.2c05523
Abstract: Asymmetric cross-electrophile difunctionalization of tethered alkenes has become a powerful tool for the production of chiral cyclic scaffolds; however, the current studies all focus on carbocyclization reactions. Herein, we report an N-cyclization-alkylation reaction and thus… read more here.
Keywords: reaction; cyclization alkylation; alkyl iodides; cyclization ... See more keywords
Copper-catalysed amination of alkyl iodides enabled by halogen-atom transfer
Sign Up to like & getrecommendations! Published in 2021 at "Nature Catalysis"
DOI: 10.1038/s41929-021-00652-8
Abstract: Despite the fact that nucleophilic displacement (SN2) of alkyl halides with nitrogen nucleophiles is one of the first reactions introduced in organic chemistry teaching, its practical utilization is largely limited to unhindered (primary) or activated… read more here.
Keywords: alkyl; atom transfer; alkyl iodides; chemistry ... See more keywords
Site-selective iodine atom transfer in fluorinated alkyl iodides via 1,5-hydrogen atom transfer.
Sign Up to like & getrecommendations! Published in 2022 at "Chemical communications"
DOI: 10.1039/d2cc02803d
Abstract: The direct and selective functionalization of inert C-H bonds via intramolecular hydrogen atom transfer (HAT) is an increasingly powerful tool in organic synthesis. Herein, we designed an efficient and facile iodine atom transfer in fluorinated… read more here.
Keywords: hydrogen atom; atom; fluorinated alkyl; atom transfer ... See more keywords
Palladium(0)-Catalyzed Alkylarylation of N-Alkyl-N-methacryloylbenzamides with Alkyl Iodides
Sign Up to like & getrecommendations! Published in 2018 at "Synlett"
DOI: 10.1055/s-0036-1591581
Abstract: An efficient Pd(0)-catalyzed alkylarylation of N-alkyl-N-methacryloylbenzamides with alkyl iodides for the synthesis of isoquinoline-1,3-diones is described. A highlight of the method is its excellent functional-group tolerance. Mechanistic investigations suggest that a radical addition/cyclization process is… read more here.
Keywords: alkylarylation alkyl; catalyzed alkylarylation; alkyl iodides; methacryloylbenzamides alkyl ... See more keywords