《An Umpolung Approach to Alkene Carboamination: Palladium Catalyzed 1,2-Amino-Acylation, -Carboxylation, -Arylation, -Vinylation, and -Alkynylation》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound(Tris(3,5-bis(trifluoromethyl)phenyl)phosphine)Electric Literature of C24H9F18P.
Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 175136-62-6, is researched, SMILESS is FC(C1=CC(C(F)(F)F)=CC(P(C2=CC(C(F)(F)F)=CC(C(F)(F)F)=C2)C3=CC(C(F)(F)F)=CC(C(F)(F)F)=C3)=C1)(F)F, Molecular C24H9F18PJournal, Article, Research Support, Non-U.S. Gov’t, Journal of the American Chemical Society called An Umpolung Approach to Alkene Carboamination: Palladium Catalyzed 1,2-Amino-Acylation, -Carboxylation, -Arylation, -Vinylation, and -Alkynylation, Author is Faulkner, Adele; Scott, James S.; Bower, John F., the main research direction is aryl alkenyl alkynyl aroyl pyrroline chemoselective preparation; carboamination aminoacylation aminoarylation alkenone oxime ester palladium catalyst; palladium catalyst cyclization carbonylation arylation oxime ester; umpolung mechanism palladium catalyzed cyclization alkenone oxime ester.Electric Literature of C24H9F18P.
In the presence of Pd2(dba)3, tris[3,5-bis(trifluoromethyl)phenyl]phosphine, triethylamine, and in some cases triethylammonium pentafluorobenzoate, O-pentafluorobenzoyl oxime esters such as I (F5Bz = C6F5CO) underwent aminoacylation, aminocarbonylation, aminoarylation, aminovinylation, and aminoalkynylation reactions with triethylammonium tetraarylborates, pinacoloboranes, or tributylstannanes to yield substituted pyrrolines such as II [R = Ph, 2-naphthyl, 4-MeC6H4, 2-thienyl, 4-MeOC6H4, 4-FC6H4, n-PrCC, 2-furanyl, 1-methyl-2-indolyl, 2-benzofuranyl, 1-(phenylsulfonyl)-3-indolyl, 1-Me-2-pyrrolyl, (E)-PhCH:CH, (E)-BuCH2CH2CH:CH, (E)-PhCH2CH:CH, PhCC, n-PrCC, cyclopropylethynyl, R1O (if X = CO); R1 = F3CCH2, Ph, PhCH2; X = bond, CO]. The method is predicated on generation of iminopalladium intermediates through oxidative addition of palladium into an electrophilic N-O bond, followed by cyclization with an alkene substituent and subsequent interception by aryl-, alkenyl-, or alkynylmetal reagents. For carbonylative processes, orchestrated protodecarboxylation of the pentafluorobenzoate leaving group underpinned the reaction efficiency; this process is likely a key feature in related Narasaka-Heck cyclizations and accounts for the efficacy of O-pentafluorobenzoyl oxime esters in aza-Heck reactions of this type. Reduction of three of the pyrrolines yielded substituted pyrrolidines such as III in 68-85% yields and in 4:1-10:1 dr.
《An Umpolung Approach to Alkene Carboamination: Palladium Catalyzed 1,2-Amino-Acylation, -Carboxylation, -Arylation, -Vinylation, and -Alkynylation》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound(Tris(3,5-bis(trifluoromethyl)phenyl)phosphine)Electric Literature of C24H9F18P.
Reference:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem