2023
DOI: 10.1039/d3ob00346a
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One-pot organocatalyzed synthesis of tricyclic indolizines

Abstract: Indolizines and their saturated derivatives are important structural motifs present in several biologically active compounds of both natural and synthetic origin. We describe herein a one-pot approach for the synthesis...

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Cited by 6 publications
(5 citation statements)
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“…The C1 reactivity of indolizines has scarcely been explored since it is less reactive than C3 and few methods are available for the synthesis of C1-free, C3-substituted indolizines. 27 Here, we investigated the reactivity of cis - 4f in reactions of thiolation, 15,28 trifluoroacetylation and oxidative coupling, 29 to further evaluate the impact of these peripheral modifications on the antiproliferative activity (Scheme 7).…”
Section: Resultsmentioning
confidence: 99%
“…The C1 reactivity of indolizines has scarcely been explored since it is less reactive than C3 and few methods are available for the synthesis of C1-free, C3-substituted indolizines. 27 Here, we investigated the reactivity of cis - 4f in reactions of thiolation, 15,28 trifluoroacetylation and oxidative coupling, 29 to further evaluate the impact of these peripheral modifications on the antiproliferative activity (Scheme 7).…”
Section: Resultsmentioning
confidence: 99%
“…Coelho and co-workers introduced a new approach for the preparation of tricyclic indolizines from cyclic enones and 2-pyridinecarbaldehydes through an organocatalytic MBH reaction followed by intramolecular cyclization and dehydration. 36 Bicyclic imidazolyl alcohol (BIA) was found to be an effective catalyst for this aqueous MBH reaction. Higher yields of the required product were obtained in the case of cycloheptenone as compared to cyclohexanone.…”
Section: The Morita–baylis–hillman Reaction Using Amines and Amine De...mentioning
confidence: 99%
“…The one-pot synthesis method is a simple, efficient, and easy-to-operate approach, widely used in the synthesis of organic compounds [17]. By integrating multiple reaction steps into a single vessel, the one-pot method simplifies the process, reducing the need for intermediate separations and purifications, thereby increasing product yield [18]. Combining the catalytic conversion of biomass with the synthesis of high-value small molecules represents a significant step towards reducing dependence on fossil fuels and advancing sustainable development and green chemistry [19,20].…”
Section: Ofmentioning
confidence: 99%