Silver(I)-catalyzed novel cascade cyclization reactions: incorporation of allenes into the isochromenes.
[reaction: see text] The silver(I)-catalyzed reaction of alkynones with alcohols represents a general tool for the synthesis of 1-allenyl isochromenes. The reaction most probably proceeds via the formation of benzopyrylium cation, which subsequently undergoes nucleophilic attack of an alcohol to give the annulation products.
Patil
Nitin T
NT
Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan yoshi@mail.tains.tohoku.ac.jp.
Pahadi
Nirmal K
NK
Yamamoto
Yoshinori
Y
D000466:Alkadienes / Q000737:chemistry*; D000965:Antimony / Q000737:chemistry*; D001578:Benzopyrans / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D005459:Fluorides / Q000737:chemistry*; D015394:Molecular Structure; D012834:Silver / Q000737:chemistry*
D000466:Alkadienes; D001578:Benzopyrans; D012834:Silver; C025947:propadiene; D000965:Antimony; D005459:Fluorides