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An Unexpected C–C Bond Cleavage of Acetophenones: Synthesis of Bis(heteroaryl)arylmethanes and Triarylmethanes via SeO2/Lanthanide Chloride Catalyzed Friedel–Crafts Arylation
| Content Provider | Semantic Scholar |
|---|---|
| Author | Kumar, Gudimella Santosh Kumar, Avvari Sanjeeva Swetha, Acharya Babu, B. Madhu Meshram, H. M. |
| Copyright Year | 2015 |
| Abstract | A novel synthesis of bisheteroarylaryl methanes and triarylmethanes is described by the selective C–C bond cleavage of acetophenones in the presence of SeO2/lanthanide chlorides. The present strategy provides an in situ generation of aldehydes from acetophenones followed by a double Friedel–Crafts reaction of electron-rich arenes. Natural product 1,1,1-tris(3-indolyl)methane is synthesized in a single step following the same protocol. |
| Starting Page | 631 |
| Ending Page | 639 |
| Page Count | 9 |
| File Format | PDF HTM / HTML |
| DOI | 10.1055/s-0035-1560808 |
| Alternate Webpage(s) | https://www.thieme-connect.com/media/synlett/201604/supmat/sup_st-2015-b0446-l_10-1055_s-0035-1560808.pdf |
| Alternate Webpage(s) | https://doi.org/10.1055/s-0035-1560808 |
| Volume Number | 27 |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |