72590-65-9Relevant academic research and scientific papers
A General Copper Catalyst for Photoredox Transformations of Organic Halides
Michelet, Bastien,Deldaele, Christopher,Kajouj, Sofia,Moucheron, Cécile,Evano, Gwilherm
, p. 3576 - 3579 (2017/07/17)
A broadly applicable copper catalyst for photoredox transformations of organic halides is reported. Upon visible light irradiation in the presence of catalytic amounts of [(DPEphos)(bcp)Cu]PF6 and an amine, a range of unactivated aryl and alkyl halides were shown to be smoothly activated through a rare Cu(I)/Cu(I)?/Cu(0) catalytic cycle. This complex efficiently catalyzes a series of radical processes, including reductions, cyclizations, and direct arylation of arenes.
A facile access to pyrroles from amino acids via an aza-Wacker cyclization
Zhang, Zuhui,Zhang, Jintang,Tan, Jiajing,Wang, Zhiyong
, p. 5180 - 5182 (2008/12/20)
(Chemical Equation Presented) A facile and efficient synthesis of pyrroles from readily available amino acids is described. The key step in the method is an aza-Wacker oxidative cyclization catalyzed by palladium(II)/Cu(OTf) 2. A series of pyrroles were obtained by this method under mild conditions.
3-(2,5-Dihydro-1H-pyrrol-2-ylmethoxy)pyridines: Synthesis and analgesic activity
Baraznenok, Ivan L.,Jonsson, Emma,Claesson, Alf
, p. 1637 - 1640 (2007/10/03)
We disclose an efficient procedure for the preparation of ethers of 2-substituted 2-hydroxymethylpyrroline and of 2-aminomethyl-3-pyrrolines, involving, as a key step, formation and nucleophilic ring opening of a cyclic sulfamidate. Several new analogs of epibatidine (1) and tebanicline (ABT-594, 2) were prepared and tested for analgesic activity in the mouse formalin model.
A facile synthesis of N-Boc-protected pyrroles by cyclodehydration of γ-amino-α,β-enals and -enones
Paulus, Olivier,Alcaraz, Gilles,Vaultier, Michel
, p. 2565 - 2572 (2007/10/03)
A novel series of N-Boc-substituted and fused pyrroles was prepared by cyclodehydration of readily accessible (E)-γ-(tert-butoxycarbonylamino)-α,β-enals and -enones. Functionalisation of the pyrrole ring was then explored with 2-borylated pyrroles in the Suzuki-Miyaura coupling. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.
7-azabicyclo[2.2.1]-heptane and -heptene derivatives as cholinergic receptor ligands
-
, (2008/06/13)
7-Azabicyclo[2.2.1]-heptane and -heptene derivatives are disclosed that can be administered to a mammal, including a human, to treat disorders associated with a decrease or increase in cholinergic activity.
Enantioselective synthesis of functionalized tropanes by rhodium(II) carboxylate-catalyzed decomposition of vinyldiazomethanes in the presence of pyrroles
Davies, Huw M. L.,Matasi, Julius J.,Mark Hodges,Huby, Nicholas J. S.,Thornley, Craig,Kong, Norman,Houser, Jeffrey H.
, p. 1095 - 1105 (2007/10/03)
A series of enantiomerically enriched tropanes was synthesized by the rhodium(II) octanoate-catalyzed reaction of various N-BOC-protected pyrroles with vinyldiazomethanes. The overall 3 + 4 annulation occurs by a tandem cyclopropanation/Cope rearrangement. Asymmetric induction was best achieved in these transformations by using either (S)-lactate or (R)-pantolactone as a chiral auxiliary on the vinyldiazomethanes. Reactions carried out with the chiral catalyst tetrakis-[N-(4-tert-butylbenzenesulfonyl)-(L)-prolinato]dirhodium (2) provided moderate asymmetric induction, but also resulted in the formation of isomeric azabicyclooctane side products. The utility of the synthetic process was demonstrated through the asymmetric synthesis of (-)-anhydroecgonine methyl ester and (-)-ferruginine.
