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Alkynyl Thioethers in Gold-Catalyzed Annulations To Form Oxazoles.

ABSTRACT: Non-oxidative, regioselective, and convergent access to densely functionalized oxazoles is realized in a functional-group tolerant manner using alkynyl thioethers. Sulfur-terminated alkynes provide access to reactivity previously requiring strong donor-substituted alkynes such as ynamides. Sulfur does not act in an analogous donor fashion in this gold-catalyzed reaction, thus leading to complementary regioselective outcomes and addressing the limitations of using ynamides.

SUBMITTER: Reddy RJ

PROVIDER: S-EPMC5656920 | biostudies-literature | 2017 Oct

REPOSITORIES: biostudies-literature

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Alkynyl Thioethers in Gold-Catalyzed Annulations To Form Oxazoles.

Reddy Raju Jannapu RJ Ball-Jones Matthew P MP Davies Paul W PW

Angewandte Chemie (International ed. in English) 20170919 43

Non-oxidative, regioselective, and convergent access to densely functionalized oxazoles is realized in a functional-group tolerant manner using alkynyl thioethers. Sulfur-terminated alkynes provide access to reactivity previously requiring strong donor-substituted alkynes such as ynamides. Sulfur does not act in an analogous donor fashion in this gold-catalyzed reaction, thus leading to complementary regioselective outcomes and addressing the limitations of using ynamides. ...[more]

PMID: 28841255

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