153254-99-0Relevant articles and documents
Intramolecular radical additions to quinolines
Harrowven, David C.,Sutton, Benjamin J.,Coulton, Steven
, p. 2907 - 2910 (2001)
This paper is concerned with intramolecular radical additions to quinolines. Radical additions to C-2, C-3 and C-4 of a quinoline have all been shown to proceed under neutral conditions. In each case formation of heteroaromatic products, rather than dihydroquinolines, was observed (implicating the so called oxidative tin hydride pathway).
A versatile total synthesis of 8-oxyberberine and oxohomoberberines
He, Yun,Zheng, Yang,Hai, Li,Wu, Yong
, p. 1121 - 1127 (2014)
The total syntheses of 8-oxyberberine and oxohomoberberines were accomplished starting from commercially available 5-bromobenzo[d][1,3]dioxole, piperonal and sesamol in high total yield. The key steps involved a modified Pomeranz-Fritsch reaction and the intramolecular Heck cyclization. This approach is short, convenient and suitable for the preparation of homoberberine analogues.
Phenanthroline- tBuOK Promoted Intramolecular C-H Arylation of Indoles with ArI under Transition-Metal-Free Conditions
Shan, Xiang-Huan,Yang, Bo,Zheng, Hong-Xing,Qu, Jian-Ping,Kang, Yan-Biao
supporting information, p. 7898 - 7901 (2019/01/04)
The first example of phenanthroline-tBuOK promoted intramolecular radical C-H arylation of N-(2-iodobenzyl)indoles without involvement of transition metals has been developed. A variety of substituted 6H-isoindolo [2, 1-a] indoles were prepared by a simple and efficient intramolecular cyclization using 1,10-phenanthroline in the presence of potassium tert-butoxide and chlorobenzene. This strategy provides a fast and versatile access to isoindolo[2,1-a]indole derivatives for the synthesis of pharmaceuticals and organic electroluminescent (EL) materials.
Enantioselective Palladium-Catalyzed Heck-Heck Cascade Reactions: Ready Access to the Tetracyclic Core of Lycorane Alkaloids
Coya, Estibaliz,Sotomayor, Nuria,Lete, Esther
supporting information, p. 3206 - 3214 (2015/11/03)
A rapid and efficient access to a wide variety of enantiomerically enriched C-11b substituted lycorane analogues can be achieved via a catalytic asymmetric Heck-Heck 6-exo/6-endo cascade reaction in the presence of (R)-BINAP.
Cyclization of η3-benzylpalladium intermediates derived from carbene insertion
Gutman, Eugene S.,Arredondo, Vanessa,Van Vranken, David L.
supporting information, p. 5498 - 5501 (2015/01/09)
Migratory insertion of benzylidene carbene ligands into arylpalladium(II) species generates η3-benzylpalladium intermediates that can cyclize to generate five- and six-membered rings with new sp3 centers. The reaction tolerates a ran
COMPOUNDS AS HSP90 INHIBITORS
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Page/Page column 84, (2009/03/07)
The invention provides novel compounds of formula (I) wherein: one of the a, b, c or d members is a nitrogen atom and the remaining members are carbon atoms; and R3 is a radical selected from the group consisting of: —S—R14 and —CH2—R15. The compounds of formula (I) are useful for treating diseases mediated by a heat shock protein 90 (Hsp 90)
An efficient entry to pyrrolo[1,2-b]isoquinolines and related systems through Parham cyclisation
Ruiz, Javier,Ardeo, Ainhoa,Ignacio, Roberto,Sotomayor, Nuria,Lete, Esther
, p. 3311 - 3324 (2007/10/03)
Aryllithiums generated by lithium-iodine exchange undergo intramolecular cyclisation to give pyrrolo[1,2-b]isoquinolines, in high yields. The best results were obtained when Weinreb or morpholine amides were used as internal electrophiles. The procedure h
Transition metal complexes in organic synthesis, part 69. Total synthesis of the Amaryllidaceae alkaloids anhydrolycorinone and hippadine using iron-and palladium-mediated coupling reactions
Kn?lker, Hans-Joachim,Filali, Salima
, p. 1752 - 1754 (2007/10/03)
A novel synthesis of the Amaryllidaceae alkaloids anhydrolycorinone and hippadine has been developed using an iron-mediated oxidative alkylamine cyclization and an intramolecular palladium-mediated biaryl coupling as the key steps.
Intramolecular radical additions to quinolines
Harrowven, David C,Sutton, Benjamin J,Coulton, Steven
, p. 3387 - 3400 (2007/10/03)
The paper is concerned with intramolecular radical additions to quinolines. Radical additions to C-2, C-3 and C-4 of a quinoline have all been shown to proceed under neutral conditions. In each case formation of heteroaromatic products, rather than dihydroquinolines, was observed (implicating the so called oxidative tin hydride pathway).
Radical cyclizations - Synthesis of γ-lycorane
Cossy, Janine,Tresnard, Ludovic,Pardo, Domingo Gomez
, p. 1925 - 1933 (2007/10/03)
(+)-γ-Lycorane has been synthesized in ten steps from piperonylic alcohol. Two radical reactions were used successively to build the D and B rings. A formal synthesis of (+)-γ-lycorane was achieved via an optically active unsaturated aldehyde intermediate
