Reduction of α-substituted succinonitriles with diisobutylaluminum hydride: a facile method for the synthesis of 3-substituted pyrroles
JH Babler, KP Spina
Index: Babler, James H.; Spina, Kenneth P. Tetrahedron Letters, 1984 , vol. 25, # 16 p. 1659 - 1660
Full Text: HTML
Citation Number: 22
Abstract
Abstract Treatment of four representative α-substituted succinonitriles (2) with diisobutylaluminum hydride, followed by hydrolysis of each reaction mixture with aqueous sodium dihydrogen phosphate, afforded 3-substituted pyrroles (4) in approximately 50% yield.
Related Articles:
One-Step Synthesis of 3-Aryl-and 3, 4-Diaryl-(1 H)-Pyrroles Using Tosylmethyl Isocyanide (TOSMIC)
[Smith, Nicholas D.; Huang, Dehua; Cosford, Nicholas D. P. Organic Letters, 2002 , vol. 4, # 20 p. 3537 - 3539]
[Lee, Younghee; Ling, Ke-Qing; Lu, Xingliang; Silverman, Richard B.; Shepard; Dooley; Sayre, Lawrence M. Journal of the American Chemical Society, 2002 , vol. 124, # 41 p. 12135 - 12143]
[Lee, Younghee; Ling, Ke-Qing; Lu, Xingliang; Silverman, Richard B.; Shepard; Dooley; Sayre, Lawrence M. Journal of the American Chemical Society, 2002 , vol. 124, # 41 p. 12135 - 12143]
Synthesis of 3-arylpyrroles and 3-pyrrolylacetylenes by palladium-catalyzed coupling reactions
[Alvarez, Alejandro; Guzman, Angel; Ruiz, Alicia; Velarde, Esperanza; Muchowski, Joseph M. Journal of Organic Chemistry, 1992 , vol. 57, # 6 p. 1653 - 1656]
A hydroformylation route to β-substituted pyrroles
[Campi, Eva M.; Jackson, W. Roy; Nilsson, Ylva Tetrahedron Letters, 1991 , vol. 32, # 8 p. 1093 - 1094]