1609554-14-4Relevant academic research and scientific papers
Arylboration of internal alkynes by cooperative palladium/copper catalysis
Semba, Kazuhiko,Yoshizawa, Megumi,Ohtagaki, Yasuhiro,Nakao, Yoshiaki
, p. 1340 - 1343 (2017)
A versatile method for the arylboration of internal alkynes with aryl chlorides or bromides and bis(pinacolato)diboron has been developed. This method tolerates various functional groups, including acetyl, methoxycarbonyl, cyano, and fluoro substituents, and affords a range of tri-substituted vinylboronates, which are highly useful intermediates for the synthesis of tetra-substituted ethenes, in high yield and regioselectivity.
Copper-catalyzed cross-coupling of boronic esters with aryl iodides and application to the carboboration of alkynes and allenes
Zhou, Yiqing,You, Wei,Smith, Kevin B.,Brown, M. Kevin
supporting information, p. 3475 - 3479 (2014/04/03)
Copper-catalyzed Suzuki-Miyaura-type cross-coupling and carboboration processes are reported. The cross-couplings function well with a variety of substituted aryl iodides and aryl boronic esters and allows for orthogonal reactivity compared to palladium-catalyzed processes. The carboboration method includes both alkynes and allenes and provides access to highly substituted and stereodefined vinyl boronic esters. The alkyne carboboration method is highlighted in the simple one-pot synthesis of Tamoxifen. Cross-Cu-pling: The title cross-couplings function well with a variety of substituted aryl iodides and aryl boronic esters and allows for reactivity orthogonal to that of the palladium-catalyzed processes. The title carboboration method includes both alkynes and allenes and provides access to highly substituted and stereodefined vinyl boronic esters. The alkyne carboboration method is highlighted in a simple one-pot synthesis of Tamoxifen.
