Directing-Group-Assisted C(sp2)–H Arylsulfonylation from Sulfur Dioxide
A straightforward and stereoselective preparation of (Z)-β-alkenyl sulfones through a reaction of N-tosyl acrylamides, 1,4-diazabicyclo[2.2.2]octane-sulfur dioxide, and aryldiazonium tetrafluoroborates under copper catalysis is accomplished. The direct C(sp2)–H arylsulfonylation of acrylamides usi...
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Veröffentlicht in: | Organic letters 2020-09, Vol.22 (18), p.7094-7097 |
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description | A straightforward and stereoselective preparation of (Z)-β-alkenyl sulfones through a reaction of N-tosyl acrylamides, 1,4-diazabicyclo[2.2.2]octane-sulfur dioxide, and aryldiazonium tetrafluoroborates under copper catalysis is accomplished. The direct C(sp2)–H arylsulfonylation of acrylamides using sulfur dioxide as the sulfonyl source in the presence of copper trifluoroacetate proceeds smoothly, giving rise to (Z)-β-alkenyl sulfones in good yields. During the reaction process, excellent regio- and stereoselectivities are observed. |
doi_str_mv | 10.1021/acs.orglett.0c02400 |
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The direct C(sp2)–H arylsulfonylation of acrylamides using sulfur dioxide as the sulfonyl source in the presence of copper trifluoroacetate proceeds smoothly, giving rise to (Z)-β-alkenyl sulfones in good yields. 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Lett</addtitle><description>A straightforward and stereoselective preparation of (Z)-β-alkenyl sulfones through a reaction of N-tosyl acrylamides, 1,4-diazabicyclo[2.2.2]octane-sulfur dioxide, and aryldiazonium tetrafluoroborates under copper catalysis is accomplished. The direct C(sp2)–H arylsulfonylation of acrylamides using sulfur dioxide as the sulfonyl source in the presence of copper trifluoroacetate proceeds smoothly, giving rise to (Z)-β-alkenyl sulfones in good yields. 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Lett</addtitle><date>2020-09-18</date><risdate>2020</risdate><volume>22</volume><issue>18</issue><spage>7094</spage><epage>7097</epage><pages>7094-7097</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>A straightforward and stereoselective preparation of (Z)-β-alkenyl sulfones through a reaction of N-tosyl acrylamides, 1,4-diazabicyclo[2.2.2]octane-sulfur dioxide, and aryldiazonium tetrafluoroborates under copper catalysis is accomplished. The direct C(sp2)–H arylsulfonylation of acrylamides using sulfur dioxide as the sulfonyl source in the presence of copper trifluoroacetate proceeds smoothly, giving rise to (Z)-β-alkenyl sulfones in good yields. During the reaction process, excellent regio- and stereoselectivities are observed.</abstract><pub>American Chemical Society</pub><doi>10.1021/acs.orglett.0c02400</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0002-0967-6360</orcidid></addata></record> |
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title | Directing-Group-Assisted C(sp2)–H Arylsulfonylation from Sulfur Dioxide |
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