- Palladium(II) Catalyzed C-H Functionalization Cascades for the Diastereoselective Synthesis of Polyheterocycles
-
C-H activation offers huge potential in the generation of complex structures from simple starting materials. Herein we report the development of a highly diastereoselective palladium(II) catalyzed C-H functionalization cascade to produce novel, unsaturate
- Watt, Michael S.,Booker-Milburn, Kevin I.
-
-
Read Online
- Pd(II)-Catalyzed [4 + 2] Heterocyclization Sequence for Polyheterocycle Generation
-
A new Pd(II)-catalyzed cascade sequence for the formation of polyheterocycles, from simple starting materials, is reported. The sequence is applicable to both indole and pyrrole substrates, and a range of substituents are tolerated. The reaction is thought to proceed by a Pd(II)-catalyzed C-H activated Heck reaction followed by a second Pd(II)-catalyzed aza-Wacker reaction with two Cu(II)-mediated Pd(0) turnovers per sequence. The sequence can be considered a formal [4 + 2] heterocyclization.
- Glaisyer, Elizabeth L.,Watt, Michael S.,Booker-Milburn, Kevin I.
-
supporting information
p. 5877 - 5880
(2018/09/25)
-
- Synthesis of 5,6-dihydropyrrolo[2,1-a]isoquinolines featuring an intramolecular radical-oxidative cyclization of polysubstituted pyrroles, and evaluation of their cytotoxic activity
-
A three-step protocol for the synthesis of 1,2,3,8,9-pentasubstituted-5,6- dihydropyrrolo[2,1-a]isoquinolines is described, using van LeuseN′s polysubstituted pyrrole construction followed by intramolecular radical-oxidative cyclization of the isoquinoline system. The cytotoxic activities of the dihydropyrroloisoquinolines were tested on six tumor cell lines. Preliminary structure-activity studies revealed the importance of the identity of the aromatic substituent at the C-2 position, particularly a phenyl, m-(amino) phenyl or m-(cyclohexylmethylpiperazinamide) phenyl substituent, for cytotoxic activity.
- Reyes-Gutierrez, Paul E.,Camacho, Jose R.,Ramirez-Apan, Ma. Teresa,Osornio, Yazmin M.,Martinez, Roberto
-
experimental part
p. 4374 - 4382
(2010/11/04)
-
- BICYCLIC HETEROCYCLIC COMPOUND
-
In the prevention and/or treatment of a neuropsychiatric disease or a peripheral organ disease and the like, a pharmaceutical which comprises a compound having CRF antagonistic activity as an active ingredient is provided. A compound of a formula (I): wherein R1 represents a C3-10 branched alkyl group which may be substituted; R2 represents a hydrogen atom or a C1-4 alkyl group which may be substituted; R3 represents a C1-4 alkyl group which may be substituted or a halogen atom; R4 represents a C1-4 alkyl group which may be substituted; and ring 1 represents a cyclic group which has planarity and may have a substituent group, a salt thereof, an N-oxide thereof or a solvate thereof, or a prodrug thereof, is useful as a medicinal component having CRF antagonistic activity for the prevention and/or treatment of a neuropsychiatric disease, a peripheral organ disease and the like.
- -
-
Page/Page column 28
(2010/03/04)
-
- BICYCLIC HETEROCYCLIC COMPOUND
-
A compound represented by the formula (I), a salt thereof, an N-oxide thereof, a solvate thereof, or a prodrug thereof: wherein X1 represents N and X2 represents C, or X1 represents C and X2 represents N; Y
- -
-
Page/Page column 19
(2008/12/08)
-
- Agonist lead identification for the high affinity niacin receptor GPR109a
-
A strategy for lead identification of new agonists of GPR109a, starting from known compounds shown to activate the receptor, is described. Early compound triage led to the formulation of a binding hypothesis and eventually to our focus on a series of pyrazole acid derivatives. Further elaboration of these compounds provided a series of 5,5-fused pyrazoles to be used as lead compounds for further optimization.
- Gharbaoui, Tawfik,Skinner, Philip J.,Shin, Young-Jun,Averbuj, Claudia,Jung, Jae-Kyu,Johnson, Benjamin R.,Duong, Tracy,Decaire, Marc,Uy, Jane,Cherrier, Martin C.,Webb, Peter J.,Tamura, Susan Y.,Zou, Ning,Rodriguez, Nathalie,Boatman, P. Douglas,Sage, Carleton R.,Lindstrom, Andrew,Xu, Jerry,Schrader, Thomas O.,Smith, Brian M.,Chen, Ruoping,Richman, Jeremy G.,Connolly, Daniel T.,Colletti, Steven L.,Tata, James R.,Semple, Graeme
-
p. 4914 - 4919
(2008/02/12)
-
- Synthesis of substituted pyrroles from N-vinylic phosphazenes derived from β-amino acids and α-bromo ketones
-
Synthesis of di-, tri- and tetrasubstituted pyrroles by reaction of Nvinylic phosphazenes derived from β-amino acids with α-bromo ketones is described.
- Palacios, Francisco,Herran, Esther,Rubiales, Gloria
-
-
- Deacylation of Pyrrole and other Aromatic Ketones
-
Ethyl 4-acetyl-3,5-dimethyl-1H-pyrrole-2-carboxylate (1a) reacts rapidly with ethylene glycol in refluxing benzene with p-toluenesulfonic acid or perchloric acid as a catalyst to give ethyl 3,5-dimethyl-1H-pyrrole-2-carboxylate (3) in high yield (96 percent).Various 2- and 3-acylpyrroles can be efficiently deacylated by using this procedure.Other ketones which undergo deacylation include phenyl(2-phenylindol-3-yl)methanone (19), 1-(5-methyl-1-phenylpyrazol-4-yl)ethanone (20), and 2,4-dimethoxybenzophenone.Certain pyrrole ketones where the acyl group is flanked by two ring methyl groups are also cleaved under acidic conditions by using ethanedithiol.
- Moon, M. W.,Wade, R. A.
-
p. 2663 - 2669
(2007/10/02)
-