150983-21-4Relevant academic research and scientific papers
Low-Valent Tungsten Catalysis Enables Site-Selective Isomerization-Hydroboration of Unactivated Alkenes
Cooper, Phillippa,Engle, Keary M.,Jankins, Tanner C.,Martin, Ruben,Martin-Montero, Raul
supporting information, p. 14981 - 14986 (2021/09/29)
A tungsten-catalyzed hydroboration of unactivated alkenes at distal C(sp3)-H bonds aided by native directing groups is described herein. The method is characterized by its simplicity, exquisite regio- and chemoselectivity, and wide substrate scope, offering a complementary site-selectivity pattern to other metal-catalyzed borylation reactions and chain-walking protocols.
Cross-Dehydrogenative Cyclization-Dimerization Cascade Sequence for the Synthesis of Symmetrical 3,3′-Bisoxindoles
Dobah, Farhaan,Mazodze, C. Munashe,Petersen, Wade F.
supporting information, p. 5466 - 5470 (2021/07/31)
The synthesis of symmetrical 3,3′-bisoxindoles from simple acyclic β-oxoanilides is reported. The described method forges three new C-C bonds in a single step via a sequential Mn(OAc)3·2H2O mediated oxidative radical cyclization-fragmentation-dimerization process. The scope of this reaction is demonstrated in the preparation of a variety of 3,3′-bisoxindoles, as well as its application toward the formal synthesis of the Calycanthaceae alkaloid, (±)-folicanthine.
Efficient radical oxygenation of α-lodocarboxylic acid derivatives
Kihara, Nobuhiro,Ollivier, Cyril,Renaud, Philippe
, p. 1419 - 1422 (2008/02/09)
(equation presented) Treatment of α-iodocarboxylic acid derivatives with 2 equiv of triethylborane under oxygen atmosphere gives the corresponding α-hydroxy add derivatives This method is based on an iodine atom transfer from the ethyl radical, generated by the reaction of riethylborane and oxygen, with the α-iodocarbonyl compound. It offers several advantages over classical ionic substitution reactions: no elimanation product is observed tertiary iodides are efficiently converted to alcohos, and finally, this one-step procedure is working with substrates sensitive to nucleophiles.
'Propylene spaced' allyl tin reagents: A new class of fluorous tin reagents for allylations under radical and metal-catalyzed conditions
Curran, Dennis P.,Luo, Zhiyong,Degenkolb, Peter
, p. 2403 - 2408 (2007/10/03)
A new generation of propylene-spaced fluorous allyltin reagents [(Rf(CH2)3)3SnCH2CH=CH2] is described. These succeed in radical allylations where their lower homologs (ethylene-spaced) fail, and they provide improved performance in transition metal catalyzed allylations. The reagents and byproducts are readily separated by simple fluorous-organic liquid-liquid or solid-liquid extractions.
Aryl radical cyclisations: Quinoline, isoquinolone, and 1-benzazepin-2-one rings via 6- and 7-exo cyclisations
Clark,Jones,McCarthy,Storey
, p. 2829 - 2832 (2007/10/02)
The cyclisation of aryl radicals derived by treatment of aryl halides (1a), (1b), (4), (7a), (7b), and (10) with tri-n-butyltin hydride has been investigated.
