Literature DB >> 19231853

Synthesis of 2,4-disubstituted pyrroles by rearrangements of 2-furanyl carbamates.

Sezgin Kiren1, Xuechuan Hong, Carolyn A Leverett, Albert Padwa.   

Abstract

2,4-Disubstituted pyrroles were synthesized by an oxidative rearrangement of a furanyl carbamate followed by sequential reaction of the resulting 5-methoxypyrrol-2(5H)-one with different alkyl lithiates. The final step of the procedure involves heating the ring opened 1-methoxy-5-oxopentylcarbamate with a primary amine.

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Year:  2009        PMID: 19231853     DOI: 10.1021/ol900059e

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Design of CID-cleavable protein cross-linkers: identical mass modifications for simpler sequence analysis.

Authors:  Wynne V Kandur; Athit Kao; Danielle Vellucci; Lan Huang; Scott D Rychnovsky
Journal:  Org Biomol Chem       Date:  2015-10-14       Impact factor: 3.876

2.  Pyridazine N-Oxides as Precursors to 2-Aminofurans: Scope and Limitations in Complexity Building Cascade Reactions.

Authors:  Maribel Borger; James H Frederich
Journal:  Org Lett       Date:  2019-03-22       Impact factor: 6.072

3.  Simple two-step synthesis of 2,4-disubstituted pyrroles and 3,5-disubstituted pyrrole-2-carbonitriles from enones.

Authors:  Murat Kucukdisli; Dorota Ferenc; Marcel Heinz; Christine Wiebe; Till Opatz
Journal:  Beilstein J Org Chem       Date:  2014-02-24       Impact factor: 2.883

  3 in total

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