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Selective synthesis of N-substituted pyrrolo[1,2-a]pyrazin-1(2H)-one derivatives via alkyne cyclization
Date
2014-12-03
Author
Cetinkaya, Yasin
Balcı, Metin
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A novel and efficient synthesis of N-substituted pyrrolo-pyrazinone derivatives has been developed. A trichloroacetyl group connected to the pyrrole ring was converted into the desired carboxamide derivatives. Promoted by NaH, the pyrrole carboxamide derivatives underwent a tandem reaction with propargyl bromide to afford pyrrolo-pyrazinones with high efficiency under very mild conditions. The mechanism for the formation of the products is discussed and supported by DFT calculations. (C) 2014 Elsevier Ltd. All rights reserved
Subject Keywords
Pyrrole
,
Pyrazine
,
Pyrazinone
,
Pyrrolopyrazinone
,
Alkyne cyclization
URI
https://hdl.handle.net/11511/52338
Journal
TETRAHEDRON LETTERS
DOI
https://doi.org/10.1016/j.tetlet.2014.10.044
Collections
Graduate School of Natural and Applied Sciences, Article
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Y. Cetinkaya and M. Balcı, “Selective synthesis of N-substituted pyrrolo[1,2-a]pyrazin-1(2H)-one derivatives via alkyne cyclization,”
TETRAHEDRON LETTERS
, pp. 6698–6702, 2014, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/52338.