We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Regioselective 5-endo-dig Electrophilic Iodocyclization of Enediynes: A Convenient Route to Iodo-substituted Indenes and Cyclopenta-Fused Arenes.
- Authors
Saunthwal, Rakesh K.; Danodia, Abhinandan K.; Patel, Monika; Kumar, Sushil; Verma, Akhilesh K.
- Abstract
An efficient iodine-mediated regioselective tandem approach for the synthesis of symmetric and asymmetric iodo-substituted indenes and stereoselective cyclopenta [ b]pyridine/thiophenes from easily accessible enediynes that proceeds by in situ formation of an iodonium intermediate followed by a regioselective 5-endo-dig cyclization has been described. The intramolecular electrophilic iodocyclization was selectively triggered by a distribution of electronic density along the alkyne bond. Subsequently, the iodo-substituted indenes were diversified by employing palladium-catalyzed cross-coupling reactions and the coupled products were further confirmed by X-ray crystallographic studies.
- Subjects
REGIOSELECTIVITY (Chemistry); ENEDIYNES synthesis; RING formation (Chemistry); INDENE synthesis; AROMATIC compound synthesis; CYCLOPENTANE
- Publication
Chemistry - An Asian Journal, 2016, Vol 11, Issue 21, p3001
- ISSN
1861-4728
- Publication type
Article
- DOI
10.1002/asia.201601085