Direct oxidative C(sp)−H/C(sp3)−H cross‐coupling offers an ideal and environmentally benign protocol for C(sp)−C(sp3) bond formations. As such, reactivity and site‐selectivity with respect to C(sp3)−H bond cleavage have remained a persistent challenge. Herein is reported a simple method for iron‐catalyzed/silver‐mediated tertiary alkylation of terminal alkynes with readily available and versatile 1,3‐dicarbonyl compounds. The reaction is suitable for an array of substrates and proceeds in a highly selective manner even employing alkanes containing other tertiary, benzylic, and C(sp3)−H bonds alpha to heteroatoms. Elaboration of the products enables the synthesis of a series of versatile building blocks. Control experiments implicate the in situ generation of a tertiary carbon‐centered radical species.
- Award ID(s):
- 1740656
- PAR ID:
- 10109642
- Date Published:
- Journal Name:
- Synlett
- Volume:
- 30
- Issue:
- 10
- ISSN:
- 0936-5214
- Page Range / eLocation ID:
- 1178 to 1182
- Format(s):
- Medium: X
- Sponsoring Org:
- National Science Foundation
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