Preparation of a New Spirobi[thieno[2,3-c]pyran] and Its Selective Mono- and Dimetalation: Application for the Preparation of Soluble Conjugated Oligothiophenes and Pyrene Derivatives
Dhayalan, V; Alcaniz, FR; Werner, V; Karaghiosoff, K; Knochel, P
| HERO ID | 3124212 |
|---|---|
| In Press | No |
| Year | 2015 |
| Title | Preparation of a New Spirobi[thieno[2,3-c]pyran] and Its Selective Mono- and Dimetalation: Application for the Preparation of Soluble Conjugated Oligothiophenes and Pyrene Derivatives |
| Authors | Dhayalan, V; Alcaniz, FR; Werner, V; Karaghiosoff, K; Knochel, P |
| Journal | Synthesis |
| Volume | 47 |
| Issue | 24 |
| Page Numbers | 3972-3982 |
| Abstract | 3-Thienylacetic acid was converted in six steps into a new spirobi[thieno[2,3-c]pyran] (overall yield: 52%). The spirobi[thieno[2,3-c]pyran] was selectively mono- or dimetalated with butyllithium and then transmetalated with zinc chloride; cross-coupling reaction with various aryl or heteroaryl bromides, including bromo-oligothiophenes, acid chlorides, and 1-bromopyrene, produced the corresponding spiro derivatives in high yields. © Georg Thieme Verlag Stuttgart New York Synthesis 2015. |
| Doi | 10.1055/s-0035-1560187 |
| Wosid | WOS:000366209800017 |
| Is Certified Translation | No |
| Dupe Override | No |
| Comments | Scopus URL: https://www.scopus.com/inward/record.uri?eid=2-s2.0-84949535613&doi=10.1055%2fs-0035-1560187&partnerID=40&md5=fa82e57c27ac40dcf189643dca6285c3 |
| Is Public | Yes |
| Language Text | English |
| Keyword | lithiation; Negishi cross coupling; oligothiophene; organozinc reagent; spiro compound |