Three-step synthesis of (Thio)xanthene and Dibenzothiepine/Dibenzoxepine by an intramolecular mizoroki–heck reaction of Diaryl (Thio)ethers

Tue Heesgaard Jepsen; Mogens Larsen; Morten Jørgensen; Mogens Brøndsted Nielsen

doi:10.1055/s-0031-1290317

Three-step synthesis of (Thio)xanthene and Dibenzothiepine/Dibenzoxepine by an intramolecular mizoroki–heck reaction of Diaryl (Thio)ethers

Tue Heesgaard Jepsen, Mogens Larsen, Morten Jørgensen, Mogens Brøndsted Nielsen

Department of Chemistry

13 Citations (Scopus)

Abstract

We present a novel three-step protocol for preparing xanthene/thioxanthene and dibenzothiepine/dibenzoxepine from readily available starting materials. The Mizoroki-Heck cyclization as the final step was optimized to afford full conversion of the corresponding diaryl (thio)ethers and furthermore to achieve reasonably good selectivity between the 6-exo and the 7-endo products.

Original language	English
Journal	SYNLETT: Accounts and Rapid Communications in Chemical Synthesis
Issue number	3
Pages (from-to)	418-422
Number of pages	5
ISSN	0936-5214
DOIs	https://doi.org/10.1055/s-0031-1290317
Publication status	Published - 2012

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Three-step synthesis of (Thio)xanthene and Dibenzothiepine/Dibenzoxepine by an intramolecular mizoroki–heck reaction of Diaryl (Thio)ethers. / Jepsen, Tue Heesgaard; Larsen, Mogens; Jørgensen, Morten et al.

In: SYNLETT: Accounts and Rapid Communications in Chemical Synthesis, No. 3, 2012, p. 418-422.

Research output: Contribution to journal › Journal article › Research › peer-review

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AU - Jørgensen, Morten

AU - Nielsen, Mogens Brøndsted

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AB - We present a novel three-step protocol for preparing xanthene/thioxanthene and dibenzothiepine/dibenzoxepine from readily available starting materials. The Mizoroki-Heck cyclization as the final step was optimized to afford full conversion of the corresponding diaryl (thio)ethers and furthermore to achieve reasonably good selectivity between the 6-exo and the 7-endo products.

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Three-step synthesis of (Thio)xanthene and Dibenzothiepine/Dibenzoxepine by an intramolecular mizoroki–heck reaction of Diaryl (Thio)ethers

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