Metal- and Oxidant-Free Modular Approach To Access N-Alkoxy Oxindoles via Aryne Annulation
- Resource Type
- Authors
- Ritesh Singh; Kommu Nagesh; A. V. G. Prasanthi; D. Yugandhar
- Source
- Organic Letters. 20:4848-4853
- Subject
- Annulation
010405 organic chemistry
Chemistry
Organic Chemistry
Intermolecular force
010402 general chemistry
01 natural sciences
Biochemistry
Combinatorial chemistry
Aryne
0104 chemical sciences
Metal
visual_art
Electrophile
Alkoxy group
visual_art.visual_art_medium
Physical and Theoretical Chemistry
- Language
- ISSN
- 1523-7052
1523-7060
An unprecedented metal- and oxidant-free (intermolecular) approach to access N-alkoxy oxindoles via [3 + 2] cycloadition of in situ generated electrophilic species viz. aryne and (putative) aza-oxyallyl cation is reported. This approach is amenable to both C3-unsubstituted as well as C3-substituted oxindoles. A one-pot manipulation further makes this reaction highly practical. The versatility of this approach was demonstrated through valuable synthetic transformations.