3352-05-4Relevant articles and documents
Visible-Light-Induced Regioselective Dicarbonylation of Indolizines with Oxoaldehydes via Direct C-H Functionalization
Teng, Lili,Liu, Xiang,Guo, Pengfeng,Yu, Yue,Cao, Hua
supporting information, p. 3841 - 3845 (2020/05/08)
A metal-free system for regioselective dehydrogenative cross-couplings between indolizines and oxoaldehydes catalyzed by visible light under mild conditions has been described. As an atom economical and eco-friendly protocol, the reaction proceeds in good yields using inexpensive, readily available visible-light sources and the environmentally friendly oxidant oxygen. Various valuable 1,2-dicarbonyl derivatives attached to an indolizine core were easily accessed by the direct dicarbonylation of the sp2 C-H bond.
INDOLIZINE DERIVATIVE AND USE THEREOF FOR MEDICAL PURPOSES
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, (2012/02/01)
The present invention provides compounds useful as agents for the prevention or treatment of a disease associated with abnormal serum uric acid level and the like. That is, the present invention relates to indolizine derivatives represented by the following formula (I) having xanthine oxidase inhibitory activities and useful as agents for the prevention or treatment of a disease associated with abnormality of serum uric acid level, prodrugs thereof, salts thereof or the like. In the formula, ring U represents aryl or heteroaryl; R1 represents halogen, a hydroxy group or the like; R2 represents halogen, a hydroxy group, alkyl, alkoxy, alkyl substituted by fluorine, alkoxy substituted by fluorine or the like; m represents a number from 0 to 2; n represents a number from 0 to 3; and R3 represents hydrogen, fluorine or the like.
Synthesis of indolizine derivatives with selective antibacterial activity against Mycobacterium tuberculosis
Gundersen, Lise-Lotte,Charnock, Colin,Negussie, Ayele Hailu,Rise, Frode,Teklu, Solomon
, p. 26 - 35 (2007/10/03)
1-Substituted indolizines with activity against Mycobacterium tuberculosis have been synthesized. The most active compounds carry an hydroxyphenylmethyl- or hydroxyalkyl substituent in the indolizine 1-position. The alkyl chain should be moderately long (C-5 or C-6). Aryl groups in the 2- and 3-position of the indolizine are also required. Removal of the 3-substituent resulted in significant loss of activity. A nitrile substituent in the 7-position is beneficial for both chemical stability and bioactivity. The compounds studied display a narrow antibacterial spectrum and appear to be quite selective antimycobacterial compounds. Moderate activity against certain pathogenic protozoa was also observed.
Ring contractions of 4-oxoquinolizine-3-diazonium tetrafluoroborates, by an aza wolff rearrangement, to alkyl indolizine-3-carboxylates
Recnik, Simon,Svete, Jurij,Stanovnik, Branko
, p. 3705 - 3709 (2007/10/03)
The 1-substituted 3-amino-4H-quinolizin-4-ones 13, available in two steps from 10 and methyl (Z)-2-benzyloxycarbonylamino-3-(dimethylamino)propenoate (11), were diazotized to give the stable diazonium tetrafluoroborates 7a and 7b. Heating of these diazonium salts in alcohols gave mixtures of 3-unsubstituted quinolizine derivatives 8a and 8b and the alkyl indolizine-3-carboxylates 9a-h. The ratio of the two types of products 8 and 9 was dependent on the type of alcohol employed. Thus, treatment of 7a or 7b with 2-propanol predominantly resulted in the 3-unsubstituted quinolizinones 8, while treatment of 7a or 7b with primary alcohols gave the indolizine-3-carboxylates 9 as the major products in most cases. The transformation of the 4-oxoquinolizine-3-diazonium tetrafluoroborates 7a and 7b into the alkyl indolizine-3-carboxylates 9a-h represents the first example of a Wolff rearrangement in the fused cyclic α-diazoamide series.
A novel and practical synthesis of 3-unsubstituted indolizines
Zhang,Liang,Sun,Hu,Hu
, p. 1733 - 1737 (2007/10/03)
A novel and practical procedure for the preparation of 3-unsubstituted indolizines by 1,3-dipolar cycloaddition was developed. The requisite pyridinium N-methylides were generated simply from the corresponding N-(carboxymethyl)pyridinium halides. In the presence of MnO2, electron-deficient alkenes, instead of alkynes or vinyl bromides, were used successfully as dipolarophiles. This general method features cheap reagents, simple workup procedure and gives the products in moderate to high yields (57-92%).
Novel syntheses of indolizines and pyrrolo[2,1-a]isoquinolines via benzotriazole methodology
Katritzky, Alan R.,Qiu, Guofang,Yang, Baozhen,He, Hai-Ying
, p. 7618 - 7621 (2007/10/03)
Indolizines and pyrrolo[2,1-a]isoquinolines are synthesized by 1,3- dipolar cycloadditions of pyridinium benzotriazolylmethylides or isoquinolinium benzotriazolylmethylides with ethylenes and acetylenes.
