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Cas Database

1462327-94-1

1462327-94-1

Identification

  • Product Name:dimethyl 5-(o-tolyl)-1H-pyrrole-2,3-dicarboxylate

  • CAS Number: 1462327-94-1

  • EINECS:

  • Molecular Weight:273.288

  • Molecular Formula: C15H15NO4

  • HS Code:

  • Mol File:1462327-94-1.mol

Synonyms:dimethyl 5-(o-tolyl)-1H-pyrrole-2,3-dicarboxylate

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Relevant articles and documentsAll total 1 Articles be found

An efficient synthesis of polysubstituted pyrroles via copper-catalyzed coupling of oxime acetates with dialkyl acetylenedicarboxylates under aerobic conditions

Tang, Xiaodong,Huang, Liangbin,Qi, Chaorong,Wu, Wanqing,Jiang, Huanfeng

, p. 9597 - 9599 (2013/10/08)

A Cu-catalyzed [3+2]-type condensation reaction of oxime acetates and dialkyl acetylenedicarboxylates that provides highly substituted pyrroles under aerobic conditions is described. The newly formed pyrroles are easily employed for further transformations to prepare pyrrolo[2,1-a]isoquinoline skeletons. The Royal Society of Chemistry 2013.

Process route upstream and downstream products

Process route

1-(o-tolyl)ethan-1-one-O-acetyl oxime
896867-87-1

1-(o-tolyl)ethan-1-one-O-acetyl oxime

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

dimethyl 5-(o-tolyl)-1H-pyrrole-2,3-dicarboxylate
1462327-94-1

dimethyl 5-(o-tolyl)-1H-pyrrole-2,3-dicarboxylate

Conditions
Conditions Yield
With oxygen; copper(l) chloride; sodium sulfite; In dimethyl sulfoxide; at 120 ℃; for 12h;
80%
1-(2-methylphenyl)ethanone oxime
27810-08-8

1-(2-methylphenyl)ethanone oxime

dimethyl 5-(o-tolyl)-1H-pyrrole-2,3-dicarboxylate
1462327-94-1

dimethyl 5-(o-tolyl)-1H-pyrrole-2,3-dicarboxylate

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 3 h / 100 °C
2: copper(l) chloride; sodium sulfite; oxygen / dimethyl sulfoxide / 12 h / 120 °C
With oxygen; copper(l) chloride; sodium sulfite; In dimethyl sulfoxide;

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