54906-44-4Relevant academic research and scientific papers
Annulation of pyrrole: Application to the synthesis of indolizidine alkaloids
Amos, Ruth I. J.,Gourlay, Brendon S.,Molesworth, Peter P.,Smith, Jason A.,Sprod, Owen R.
, p. 8226 - 8230 (2005)
The nucleophilicity of pyrrole has been exploited to rapidly assemble the bicyclic skeleton of the indolizidine alkaloids. The key sequence is the annulation of a second ring onto pyrrole from a γ-lactone and has been exploited in the synthesis of the natural products (±)-monomorine and (±)-indolizidine 209D.
Total synthesis of two novel 5,6,7,8-tetrahydroindolizine alkaloids, polygonatines A and B
Dinsmore, Andrew,Mandy, Karen,Michael, Joseph P.
, p. 1032 - 1037 (2006)
The structures of polygonatines A and B, two simple but structurally novel alkaloids, have been substantiated by synthesis. Cyclisation of 4-(1H-pyrrol-1-yl)butanoic acid or its ethyl ester produced 6,7- dihydroindolizin-8(5H)-one 10, formylation of which at C-3 followed by reduction afforded polygonatine A 7. Acetylation of this alkaloid followed by displacement of the acetate with ethanol yielded polygonatine B 5, possibly via an azafulvenium cation. The Royal Society of Chemistry 2006.
A Simple Route to the Indolizidine Alkaloid Skeleton
Barton, Derek H. R.,Pereira, Maria M. M. Araujo,Taylor, Dennis K.
, p. 9157 - 9158 (1994)
The Barton-Ester (PTOC) methodology allows for the high yielding synthesis of the indolizidine alkaloid skeleton 12 starting from readily available (pyrrol-1-yl)acetic acid 7.
Bisheterocycle substituted oxa-spiro derivative, and preparation method and medical application thereof
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Paragraph 0209; 0213-0214; 0216, (2020/09/23)
The invention relates to a bisheterocyclic substituted oxa-spiro derivative, and a preparation method and medical application thereof. Specifically, the invention discloses compounds of formula (I) and formula (II) or pharmaceutically acceptable salts, stereoisomers or solvates thereof, and a preparation method and application thereof. Each group in the formulas is as defined in the specificationand claims in detail.
Synthesis of 3-aryl-8-oxo-5,6,7,8- tetrahydroindolizines via a palladium-catalyzed arylation and heteroarylation
Gracia, Stephanie,Cazorla, Clement,Metay, Estelle,Pellet-Rostaing, Stephane,Lemaire, Marc
supporting information; experimental part, p. 3160 - 3163 (2009/08/07)
A selective palladium-catalyzed arylation and heteroarylation of 8-oxo-5,6,7,8-tetrahydroindolizines has been developed. Mechanistic studies assume an electrophilic substitution pathway for this transformation. This method provides an efficient one-step s
Intramolecular radical acylation of 2-methylsulfonylpyrroles
Miranda, Luis D.,Cruz-Almanza, Raymundo,Alvarez-García, Abraham,Muchowski, Joseph M.
, p. 3035 - 3038 (2007/10/03)
Primary alkyl radicals generated (AIBN/Bu3SnH) from 1-(2- or 3- haloalkyl)-2-methylsulfonylpyrroles are intercepted by CO (80 atm), and the acyl radicals so produced undergo intramolecular oxidative cyclization at the α-position, giving bicyclic ketones with retention or loss of the sulfonyl moiety. (C) 2000 Elsevier Science Ltd.
METHOD FOR TREATING ANXIETY
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, (2008/06/13)
The present invention provides a method for treating anxiety in humans using azacyclic or azabicyclic compounds.
HETEROCYCLIC COMPOUNDS AND THEIR PREPARATION AND USE
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, (2008/06/13)
The present invention relates to therapeutically active azacyclic or azabicyclic compounds, a method of preparing the same and to pharmaceutical compositions comprising the compounds. The novel compounds are useful in treating diseases in the central nervous system caused by malfunctioning of the muscarinic cholinergic system.
Efficient Asymmetric Synthesis of Indolizidine Building Blocks
Bond, Timothy J.,Jenkins, Robert,Ridley, Andrew C.,Taylor, Paul C.
, p. 2241 - 2242 (2007/10/02)
Intramolecular Friedel-Crafts acylation of a pyrrole derived from L-glutamic acid, followed by a highly selective hydrogenation, leads to either of the optically pure indolizidine alkaloid precursors 6 or 7, depending on the catalyst.
