| pubmed-article:17903258 | rdf:type | pubmed:Citation | lld:pubmed |
| pubmed-article:17903258 | lifeskim:mentions | umls-concept:C0220781 | lld:lifeskim |
| pubmed-article:17903258 | lifeskim:mentions | umls-concept:C0007996 | lld:lifeskim |
| pubmed-article:17903258 | lifeskim:mentions | umls-concept:C1883254 | lld:lifeskim |
| pubmed-article:17903258 | pubmed:dateCreated | 2008-1-9 | lld:pubmed |
| pubmed-article:17903258 | pubmed:abstractText | The cycloaddition of the von Leusen's reagent (p-tolylsulfonyl)methyl isocyanide (TosMIC) to alpha-aroylketene dithioacetals (AKDTAs) in the presence of sodium hydride in THF at rt resulted in a facile synthesis of the 4-aroyl-3-methylsulfanyl-2-tosylpyrroles 3 in good yield along with a minor amount of 4-[(4-methylphenyl)sulfonyl]-1-[(methylsulfanyl)methyl]-1H-imidazole 4. This study lead to the synthesis of 2,3,4-trisubstiuted pyrroles having 1-naphthoyl/2-naphthoyl/ferrocenoyl/pyrenoyl scaffolds on C-4 of the pyrrole ring. In this transformation, the AKDTAs behave as a 3-(methylsulfanyl)-1-aryl-2-propyn-1-one (ArCOC identical withCSMe) equivalent. Competition experiments clearly showed that the cycloaddition of TosMIC to "push-pull" alkenes like AKDTAs is slower compared to general alpha,beta-unsaturated carbonyl compounds. | lld:pubmed |
| pubmed-article:17903258 | pubmed:commentsCorrections | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:17903258 | pubmed:commentsCorrections | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:17903258 | pubmed:commentsCorrections | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:17903258 | pubmed:commentsCorrections | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:17903258 | pubmed:language | eng | lld:pubmed |
| pubmed-article:17903258 | pubmed:journal | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:17903258 | pubmed:status | PubMed-not-MEDLINE | lld:pubmed |
| pubmed-article:17903258 | pubmed:issn | 1860-5397 | lld:pubmed |
| pubmed-article:17903258 | pubmed:author | pubmed-author:SivakumarSS | lld:pubmed |
| pubmed-article:17903258 | pubmed:author | pubmed-author:RaoH Surya... | lld:pubmed |
| pubmed-article:17903258 | pubmed:issnType | Electronic | lld:pubmed |
| pubmed-article:17903258 | pubmed:volume | 3 | lld:pubmed |
| pubmed-article:17903258 | pubmed:owner | NLM | lld:pubmed |
| pubmed-article:17903258 | pubmed:authorsComplete | Y | lld:pubmed |
| pubmed-article:17903258 | pubmed:pagination | 31 | lld:pubmed |
| pubmed-article:17903258 | pubmed:year | 2007 | lld:pubmed |
| pubmed-article:17903258 | pubmed:articleTitle | Aroylketene dithioacetal chemistry: facile synthesis of 4-aroyl-3-methylsulfanyl-2-tosylpyrroles from aroylketene dithioacetals and TosMIC. | lld:pubmed |
| pubmed-article:17903258 | pubmed:affiliation | Department of Chemistry, Pondicherry University, Puducherry, 605 014, India. hspr@yahoo.com | lld:pubmed |
| pubmed-article:17903258 | pubmed:publicationType | Journal Article | lld:pubmed |
