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Versatile telluracycle synthesis via the sequential electrophilic telluration of C(sp2)-Zn and C(sp2)-H bonds.

ABSTRACT: We report herein a new approach for the synthesis of tellurium-bridged aromatic compounds based on the sequential electrophilic telluration of C(sp2)-Zn and C(sp2)-H bonds with tellurium(iv) chlorides. A combination of transition metal-catalyzed (migratory) arylmetalation of alkynes and sequential telluration allows for the expedient construction of a library of functionalized benzo[b]tellurophenes. Furthermore, a variety of heteroarene-fused benzotellurophenes and other novel tellurium-embedded polycyclic aromatics can be readily synthesized from the corresponding 2-iodoheterobiaryls.

SUBMITTER: Wu B

PROVIDER: S-EPMC5618338 | biostudies-literature | 2017 Jun

REPOSITORIES: biostudies-literature

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Versatile telluracycle synthesis via the sequential electrophilic telluration of C(sp2)-Zn and C(sp2)-H bonds.

Wu Bin B Melvina Wu Xiangyang X Lee Yeow Edwin Kok EK Yoshikai Naohiko N

Chemical science 20170410 6

We report herein a new approach for the synthesis of tellurium-bridged aromatic compounds based on the sequential electrophilic telluration of C(sp2)-Zn and C(sp2)-H bonds with tellurium(iv) chlorides. A combination of transition metal-catalyzed (migratory) arylmetalation of alkynes and sequential telluration allows for the expedient construction of a library of functionalized benzo[b]tellurophenes. Furthermore, a variety of heteroarene-fused benzotellurophenes and o ...[more]

PMID: 28970880

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