Abstract
An unprecedented simple pyrrolidine catalyzed [4 + 1] annulation reaction of ynals with N-protected-2-aminophenols is reported. The utilization of the unique property and reactivity of the C=C triple bond in ynals leads to two consecutive conjugate addition reactions at the same β-position with pyrrolidine via iminium activation. The powerful cascade process affords a new alternative approach to biologically and synthetically important benzoxazoles in high yields (83-95%).
Original language | English (US) |
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Pages (from-to) | 2510-2513 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 15 |
Issue number | 10 |
DOIs | |
State | Published - May 17 2013 |
Externally published | Yes |
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry