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| Content Provider | World Health Organization (WHO)-Global Index Medicus |
|---|---|
| Author | González-esguevillas, María López-pérez, Ana Adrio, Javier Carretero, Juan Carlos Robles-machín, Rocío |
| Description | Author Affiliation: Robles-Machín R ( Departamento de Química Orgánica, Facultad de Ciencias, Universidad Autónoma de Madrid, Cantoblanco 28049, Madrid, Spain.) |
| Abstract | A procedure for the synthesis of functionalized, substituted pyrroles by 1,3-dipolar cycloaddition of azomethine ylides has been developed. This protocol is based on the metal-catalyzed cycloaddition of α-iminoesters with sulfonyl dipolarophiles, followed by the base-promoted elimination of the sulfonyl groups. A wide variety of 2,5-disubstituted and 2,3,5- and 2,4,5-trisubstituted pyrroles have been prepared in satisfactory yields from 1,2-bis(sulfonyl ethylene), β-sulfonylenones, and β-sulfonylacrylates. This method can be applied in an iterative and straightforward manner to the construction of oligopyrroles, from bipyrroles to pentapyrroles. Iterative [n+1] and [n+2] approaches have been devised, the latter involves double 1,3-dipolar cycloaddition from pyrrolyl-based bis(iminoesters). |
| ISSN | 09476539 |
| e-ISSN | 15213765 |
| Journal | Chemistry - A European Journal |
| Issue Number | 32 |
| Volume Number | 16 |
| Language | English |
| Publisher | Wiley-VCH;ChemPubSoc Europe |
| Publisher Date | 2010-08-23 |
| Publisher Place | Germany |
| Access Restriction | Open |
| Subject Keyword | Azo Compounds Chemistry Pyrroles Chemical Synthesis Sulfones Thiosemicarbazones Catalysis Combinatorial Chemistry Techniques Cyclization Molecular Structure Research Support, Non-U.S. Gov't |
| Content Type | Text |
| Resource Type | Article |
| Subject | Organic Chemistry Catalysis |
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