Lewis acid catalyzed spiro annulation of ( Z )-3-amino-acrylates with 2-amino arylbenzamides: one-pot synthesis of pyrrole-quinazoline hybrids.
Autor: | Soda AK; Fluoro-Agrochemicals Department, CSIR-Indian Institute of Chemical Technology Hyderabad-500007 India sridharm@iict.res.in.; Academy of Scientific and Innovative Research (AcSIR) Ghaziabad-201002 India., Chinthapally KP; Fluoro-Agrochemicals Department, CSIR-Indian Institute of Chemical Technology Hyderabad-500007 India sridharm@iict.res.in., C S PK; Fluoro-Agrochemicals Department, CSIR-Indian Institute of Chemical Technology Hyderabad-500007 India sridharm@iict.res.in.; Academy of Scientific and Innovative Research (AcSIR) Ghaziabad-201002 India., Chilaka SK; Fluoro-Agrochemicals Department, CSIR-Indian Institute of Chemical Technology Hyderabad-500007 India sridharm@iict.res.in.; Academy of Scientific and Innovative Research (AcSIR) Ghaziabad-201002 India., Madabhushi S; Fluoro-Agrochemicals Department, CSIR-Indian Institute of Chemical Technology Hyderabad-500007 India sridharm@iict.res.in.; Academy of Scientific and Innovative Research (AcSIR) Ghaziabad-201002 India. |
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Jazyk: | angličtina |
Zdroj: | RSC advances [RSC Adv] 2023 May 16; Vol. 13 (22), pp. 15001-15005. Date of Electronic Publication: 2023 May 16 (Print Publication: 2023). |
DOI: | 10.1039/d3ra02639f |
Abstrakt: | The one-pot domino reaction of ethyl ( Z )-3-amino-3-phenylacrylates with 2-amino- N -alkyl/arylbenzamides under Lewis acid catalysis was described as an effective way to construct novel spiro [pyrrole-3,2'-quinazoline] carboxylate derivatives. By combining substituted alkyl/aryl amides with spiro annulated 1 H -pyrrole-2,3-diones, this method provides a novel way for producing spiro pyrrole derivatives in good to excellent yields. The current procedure has a number of benefits, including quicker reaction times, a broad tolerance range for functional groups, and the ability to synthesize 2,3-dihydroquinazolin-4(1 H )-ones that are of biological importance and take part in organic transformations. This is the first use of molecular hybridization involving linking with pyrrole derivatives and dihydroquinazolin-4(1 H )-ones. Competing Interests: The authors declare that they have no conflict of interest. (This journal is © The Royal Society of Chemistry.) |
Databáze: | MEDLINE |
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