Thermal cycloaddition of dimethyl 1, 2, 4, 5-tetrazine-3, 6-dicarboxylate with electron-rich olefins: 1, 2-diazine and pyrrole introduction. Preparation of …

…, RS Coleman, JS Panek, D Yohannes

Index: Boger, Dale L.; Coleman, Robert S.; Panek, James S.; Yohannes, Daniel Journal of Organic Chemistry, 1984 , vol. 49, # 23 p. 4405 - 4409

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Citation Number: 74

Abstract

The Diels-Alder reactions were carried out in dioxane (0.25 M in 2) under nitrogen as described in the experimental section. the assigned structure. based on pure material isolated by chromatography (SiO, or A1, 0,). carried out in acetic acid (0.09 M in substrate) under nitrogen as described in the Experimental Section. e Ester hydrolyses (NaOH, tetrahydrofuran, reflux) and the subsequent decarboxylation (200" C, 1, 3, 5-triisopro ...

~63%

~80%

One-Step Synthesis of 3-Aryl-and 3, 4-Diaryl-(1 H)-Pyrroles ...

[Smith, Nicholas D.; Huang, Dehua; Cosford, Nicholas D. P. Organic Letters, 2002 , vol. 4, # 20 p. 3537 - 3539]

3-Pyrrolines are mechanism-based inactivators of the quinone...

[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 pall...

[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]