Accessing Alternative Reaction Pathways of the Intermolecular Condensation between Homo-propargyl Alcohols and Terminal Alkynes through Divergent Gold Catalysis

Authors

Courtney A. Smith, University of South Florida
Stephen E. Motika, University of South Florida
Lukasz Wojtas, University of South FloridaFollow
Xiaodong Shi, University of South FloridaFollow

Document Type

Article

Publication Date

2017

Digital Object Identifier (DOI)

https://doi.org/10.1039/C6CC09794D

Abstract

An intermolecular condensation of alkynols and terminal alkynes is reported. Using IPrAuNTf2, an efficient Au-catalyzed cyclization–alkynylation strategy furnishes (2-arylalkynyl) cyclic ethers in moderate to excellent yields (up to 94%). This strategy is extended to the synthesis of functionalized 2,3-dihydrooxepines via the sequential Au-catalyzed ring expansion of the cyclic ether substrates.

Was this content written or created while at USF?

Yes

Citation / Publisher Attribution

Chemical Communication, v. 53, p. 2315-2318

Scholar Commons Citation

Smith, Courtney A.; Motika, Stephen E.; Wojtas, Lukasz; and Shi, Xiaodong, "Accessing Alternative Reaction Pathways of the Intermolecular Condensation between Homo-propargyl Alcohols and Terminal Alkynes through Divergent Gold Catalysis" (2017). Chemistry Faculty Publications. 153.
https://digitalcommons.usf.edu/chm_facpub/153