Format

Send to

Choose Destination
Org Lett. 2014 Jun 20;16(12):3192-5. doi: 10.1021/ol501086q. Epub 2014 Jun 9.

Copper-catalyzed enantioselective Friedel-Crafts alkylation of pyrrole with isatins.

Author information

1
Hefei National Laboratory for Physical Sciences at Microscale, CAS Key Laboratory of Soft Matter Chemistry & Collaborative Innovation Center of Suzhou Nano Science and Technology, University of Science and Technology of China , Hefei, 230026, P. R. China.

Abstract

The highly enantioselective Friedel-Crafts alkylation of pyrrole with isatins catalyzed by the tridentate Schiff base/Cu catalyst was developed. Hexafluoroisopropanol (HFIP) was used as a crucial additive to improve the enantioselectivity. In the case of N-unprotected isatins, an innovative substrate slow-releasing strategy was applied by virtue of a Henry/retro-Henry reaction.

PMID:
24912009
DOI:
10.1021/ol501086q
[Indexed for MEDLINE]

Supplemental Content

Full text links

Icon for American Chemical Society
Loading ...
Support Center