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.
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