444666-99-3Relevant articles and documents
Silver-Catalyzed Cross-Olefination of Donor and Acceptor Diazo Compounds: Use of N-Nosylhydrazones as Diazo Surrogate
Liu, Zhaohong,Liu, Binbin,Zhao, Xue-Feng,Wu, Yan-Bo,Bi, Xihe
supporting information, p. 928 - 932 (2017/02/15)
The cross-olefination reaction of donor and acceptor diazo compounds was explored. The use of N-nosylhydrazones as diazo surrogates and the dependence on silver catalysis were crucial for the reaction development. A variety of (hetero)aryl N-nosylhydrazones and α-diazo esters, amides, and phosphonates were compatible, and the functionalized alkene products were afforded in good to high yields with moderate (Z)/(E) selectivities. The experimental and DFT calculation results suggest that the cross-selectivity is due to selective activation of the silver catalyst for donor diazo compounds.
Palladium-catalyzed hydroesterification of alkynes employing aryl formates without the use of external carbon monoxide
Katafuchi, Yuko,Fujihara, Tetsuaki,Iwai, Tomohiro,Terao, Jun,Tsuji, Yasushi
supporting information; experimental part, p. 475 - 482 (2011/04/22)
A highly efficient hydroesterification of alkynes employing aryl formates has been developed without the use of external carbon monoxide and at ambient pressure. The reaction in the presence of a palladium-xantphos catalyst system selectively affords α,β-unsaturated esters in good to high yields. Use of an aryl formate is crucial and alkyl formates did not react at all. The hydroesterification of norbornene and terminal alkenes also readily proceeded under similar reaction conditions. A mechanistic study showed that conversion of aryl formates to carbon monoxide and phenol derivatives occurred in the hydroesterification. Xantphos is highly effective as a ligand both in the conversion of aryl formates and the hydroesterification reactions.
