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Accessing alternative reaction pathways of the intermolecular condensation between homo-propargyl alcohols and terminal alkynes through divergent gold catalysis.

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.

SUBMITTER: Smith CA

PROVIDER: S-EPMC5313346 | biostudies-literature | 2017 Feb

REPOSITORIES: biostudies-literature

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Accessing alternative reaction pathways of the intermolecular condensation between homo-propargyl alcohols and terminal alkynes through divergent gold catalysis.

Smith Courtney A CA Motika Stephen E SE Wojtas Lukasz L Shi Xiaodong X

Chemical communications (Cambridge, England) 20170201 15

An intermolecular condensation of alkynols and terminal alkynes is reported. Using IPrAuNTf<sub>2</sub>, 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. ...[more]

PMID: 28074975

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