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Benzene construction via Pd-catalyzed cyclization of 2,7-alkadiynylic carbonates in the presence of alkynes.

ABSTRACT: A palladium-catalyzed highly regio- and chemo-selective cyclization of 2,7-alkadiynylic carbonates with functionalized alkynes to construct 1,3-dihydroisobenzofuran and isoindoline derivatives under mild conditions has been developed. Functional groups such as alcohol, sulfonamide, and indoles could be well tolerated. After careful mechanistic studies, a mechanism involving oxidative addition and regioselectivity-defined double alkyne insertions has been proposed.

SUBMITTER: Zhang Y 

PROVIDER: S-EPMC6385558 | biostudies-literature | 2019 Feb

REPOSITORIES: biostudies-literature

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Benzene construction <i>via</i> Pd-catalyzed cyclization of 2,7-alkadiynylic carbonates in the presence of alkynes.

Zhang Yuchen Y   Wu Wangteng W   Fu Chunling C   Huang Xin X   Ma Shengming S  

Chemical science 20181219 7

A palladium-catalyzed highly regio- and chemo-selective cyclization of 2,7-alkadiynylic carbonates with functionalized alkynes to construct 1,3-dihydroisobenzofuran and isoindoline derivatives under mild conditions has been developed. Functional groups such as alcohol, sulfonamide, and indoles could be well tolerated. After careful mechanistic studies, a mechanism involving oxidative addition and regioselectivity-defined double alkyne insertions has been proposed. ...[more]

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