Journal
ORGANIC LETTERS
Volume 21, Issue 13, Pages 5252-5258Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01862
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Funding
- Japan Agency for Medical Research and Development (AMED) [JP19am0101098, JP19 cm0106109, JP19gm0910007]
- JSPS KAKENHI [JP15H03118, JP18H02104, JP15H05721, JP16H01133, JP18H04386, JP26350971, JP18J13702]
- Cooperative Research Project of the Research Center for Biomedical Engineering
- Naito Foundation
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The synthetic utility of 3-thioaryne intermediates has been demonstrated through an aryne relay approach. The efficient synthesis of o-silylaryl triflate-type 3-thioaryne precursors has been achieved by the regioselective silylthiolation of 3-(triflyloxy)arynes with silyl sulfides. Various 3-thioarynes were successfully generated from these precursors and reacted with various arynophiles to afford diverse multisubstituted aryl sulfides. Further derivatizations of the products enabled easy access to the novel sulfur-containing pi-extended heterocycles, which demonstrates the utility of this method.
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