Convenient synthesis of spiro-pyrazolone–pyrrolidinones via ipso -cyclization of arylidene pyrazolones with 2-chloro- N -phenylacetamides

In this study, we present a convenient synthesis of spiro-pyrazolone–pyrrolidinones via NaH-mediated cascade ipso -cyclization of unsaturated pyrazolones with 2-chloro- N -phenylacetamides. This method offers an efficient route to a variety of highly functionalized spiro-pyrazolone–pyrrolidinones wi...

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Bibliographic Details
Published in:New journal of chemistry 2024-01, Vol.48 (36), p.15866-15869
Main Authors: Gond, Kavyashree Kuppayya, Maddani, Mahagundappa Rachappa
Format: Article
Language:English
Subjects:
Pyrazolones
Substrates
Synthesis
Transition metals
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Summary:In this study, we present a convenient synthesis of spiro-pyrazolone–pyrrolidinones via NaH-mediated cascade ipso -cyclization of unsaturated pyrazolones with 2-chloro- N -phenylacetamides. This method offers an efficient route to a variety of highly functionalized spiro-pyrazolone–pyrrolidinones with good yields under transition metal-free conditions. This protocol features several advantages, including stable substrates, straightforward operational procedures, and both atom and step economy. Notably, the practical feasibility of this strategy has been demonstrated on a gram scale, yielding good product quantities.
ISSN:1144-0546
1369-9261
DOI:10.1039/D4NJ02670E