start-ver=1.4 cd-journal=joma no-vol=21 cd-vols= no-issue=9 article-no= start-page=3441 end-page=3445 dt-received= dt-revised= dt-accepted= dt-pub-year=2019 dt-pub=20190418 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Rhenium-Catalyzed Regioselective ortho-Alkenylation and [3 + 2 + 1] Cycloaddition of Phenols with Internal Alkynes en-subtitle= kn-subtitle= en-abstract= kn-abstract=An operationally simple and direct rhenium-catalyzed ortho-alkenylation (C-alkenylation) of unprotected phenols with alkynes was developed. The protocol provided ortho-alkenylphenols exclusively, and formation of para- or multiply alkenylated phenols and hydrophenoxylation (O-alkenylation) products were not observed. The [3 + 2 + 1] cycloaddition of phenols and two alkynes via ortho-alkenylation was also demonstrated, in which the alkynes functioned as both two- and one-carbon units. These reactions proceeded with readily available starting materials under neutral conditions without additional ligands. en-copyright= kn-copyright= en-aut-name=MuraiMasahito en-aut-sei=Murai en-aut-mei=Masahito kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=YamamotoMasaki en-aut-sei=Yamamoto en-aut-mei=Masaki kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=TakaiKazuhiko en-aut-sei=Takai en-aut-mei=Kazuhiko kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= affil-num=1 en-affil=Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=2 en-affil=Graduate School of Natural Science and Technology, Okayama University kn-affil= affil-num=3 en-affil=Graduate School of Natural Science and Technology, Okayama University kn-affil= en-keyword=anti-markovnikov addition kn-keyword=anti-markovnikov addition en-keyword=intramolecular hydroarylation kn-keyword=intramolecular hydroarylation en-keyword=oxidative annulation kn-keyword=oxidative annulation en-keyword=gold kn-keyword=gold en-keyword=hydrophenoxylation kn-keyword=hydrophenoxylation en-keyword=construction kn-keyword=construction en-keyword=cyclization kn-keyword=cyclization en-keyword=vinylation kn-keyword=vinylation en-keyword=alkenes kn-keyword=alkenes END