|
|
| Type |
Poster Presentation |
| Area |
Organic Chemistry |
| Room No. |
Event Hall |
| Time |
4월 19일 (목요일) 11:00~12:30 |
| Code |
ORGN.P-488 |
| Subject |
One-pot synthesis of tetrasubstituted thiophenes via in situ formation of sulfur ylide-like intermediates |
| Authors |
Seong Jun Park*, Hwan Jung Lim
Center for Medicinal Chemistry, Korea Research Institute of Chemical Technology, Korea
|
| Abstract |
We describe herein a new method for the practical synthesis of tetrasubstituted thiophenes. The developed approach can be used for the facile synthesis of thienyl heterocycles. We suggest that the desired thiophenes were obtained after the formation of a sulfur ylide-like intermediate. It could be explained in our experiments (i) substitution studies of the methoxy group on Meldrum’s acid-based N,S-acetals, (ii) the intramolecular cyclization of ketene aminothioacetals to the corresponding thiophenes, and (iii) 1H NMR studies of Meldrum’s acid-substituted N,S-acetals. It is notable that 2-pyridyl substituted compound 7a exhibited superior properties over those of others in terms of structural effects on the reactivity and stability of sulfur ylide-like intermediates. |
| E-mail |
sjunpark@krict.re.kr |
|
121st General Meeting of the KCS