A three-component reaction of 1,3-enynes and cyclobutanone oxime esters in the presence of aryl boronic acids or organozinc reagents via the photoredox/copper or photoredox/nickel catalysis has been established.This r...A three-component reaction of 1,3-enynes and cyclobutanone oxime esters in the presence of aryl boronic acids or organozinc reagents via the photoredox/copper or photoredox/nickel catalysis has been established.This redox-neutral 1,4-cyanoalkylarylation reaction has demonstrated mild condition,high catalytic reactivity and wide functional group compatibility,allowing access to a variety of functionalized tetra-substituted allene derivatives with high chemo-and regioselectivity.Moreover,using photocatalytic continuous flow technique to promote this process would result in increased yields(70%in flow vs.61%in batch),reduced reaction times(7 min in flow vs.6 h in batch),and easy scale-up(upgrade to gram scale),showcasing its potential as a synthetic platform.展开更多
基金This work was supported by the National Natural Science Foundation of China(Nos.21702103,21522604)the Jiangsu Synergetic Innovation Center for Advanced Bio-Manufacture(No.XTD2203)the Natural Science Research Projects of Jiangsu Higher Education(No.19KJB150027).
文摘A three-component reaction of 1,3-enynes and cyclobutanone oxime esters in the presence of aryl boronic acids or organozinc reagents via the photoredox/copper or photoredox/nickel catalysis has been established.This redox-neutral 1,4-cyanoalkylarylation reaction has demonstrated mild condition,high catalytic reactivity and wide functional group compatibility,allowing access to a variety of functionalized tetra-substituted allene derivatives with high chemo-and regioselectivity.Moreover,using photocatalytic continuous flow technique to promote this process would result in increased yields(70%in flow vs.61%in batch),reduced reaction times(7 min in flow vs.6 h in batch),and easy scale-up(upgrade to gram scale),showcasing its potential as a synthetic platform.
