引用本文:
Mehdi Adib, Bagher Mohammadi, Ehsan Sheikhi, Hamid Reza Bijanzadeh. 1-Methylimidazole-catalyzed reaction between tosylmethyl isocyanide and dialkyl acetylenedicarboxylates:An efficient synthesis of functionalized pyrroles[J]. Chinese Chemical Letters,
2011, 22(3): 314-317.
doi:
10.1016/j.cclet.2010.10.032
Citation: Mehdi Adib, Bagher Mohammadi, Ehsan Sheikhi, Hamid Reza Bijanzadeh. 1-Methylimidazole-catalyzed reaction between tosylmethyl isocyanide and dialkyl acetylenedicarboxylates:An efficient synthesis of functionalized pyrroles[J]. Chinese Chemical Letters, 2011, 22(3): 314-317. doi: 10.1016/j.cclet.2010.10.032
Citation: Mehdi Adib, Bagher Mohammadi, Ehsan Sheikhi, Hamid Reza Bijanzadeh. 1-Methylimidazole-catalyzed reaction between tosylmethyl isocyanide and dialkyl acetylenedicarboxylates:An efficient synthesis of functionalized pyrroles[J]. Chinese Chemical Letters, 2011, 22(3): 314-317. doi: 10.1016/j.cclet.2010.10.032
1-Methylimidazole-catalyzed reaction between tosylmethyl isocyanide and dialkyl acetylenedicarboxylates:An efficient synthesis of functionalized pyrroles
摘要:
An efficient 1-methylimidazole-catalyzed synthesis of dialkyl 2-[(4-methylphenyl)sulfonyl]-1H-pyrrole-3,4-dicarboxylates is described. The reactive 1:1 zwitterionic intermediate formed by the addition of 1-methylimidazole to dialkyl acetylenedicarboxylates is trapped by tosylmethyl isocyanide (TOSMIC) to afford the title compounds in excellent yields.
English
1-Methylimidazole-catalyzed reaction between tosylmethyl isocyanide and dialkyl acetylenedicarboxylates:An efficient synthesis of functionalized pyrroles
Abstract:
An efficient 1-methylimidazole-catalyzed synthesis of dialkyl 2-[(4-methylphenyl)sulfonyl]-1H-pyrrole-3,4-dicarboxylates is described. The reactive 1:1 zwitterionic intermediate formed by the addition of 1-methylimidazole to dialkyl acetylenedicarboxylates is trapped by tosylmethyl isocyanide (TOSMIC) to afford the title compounds in excellent yields.
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Key words:
- 1-Methylimidazole
- / Tosylmethyl isocyanide
- / Acetylenic esters
- / Pyrrole synthesis
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