Silver-Catalyzed Carboxylative Cyclization of Primary Propargyl Alcohols with CO2

被引:67
|
作者
Dabral, Saumya [1 ]
Bayarmagnai, Bilguun [1 ]
Hermsen, Marko [2 ]
Schiessl, Jasmin [3 ]
Mormul, Verena [2 ]
Hashmi, A. Stephen K. [1 ,3 ]
Schaub, Thomas [1 ,2 ]
机构
[1] Catalysis Res Lab CaRLa, Neuenheimer Feld 584, D-69120 Heidelberg, Germany
[2] BASF SE, Carl Bosch Str 38, D-67056 Ludwigshafen, Germany
[3] Heidelberg Univ, Inst Organ Chem, Neuenheimer Feld 270, D-69120 Heidelberg, Germany
关键词
ALKYLIDENE CYCLIC CARBONATES; EFFICIENT SYNTHESIS; CHEMICAL FIXATION; IONIC-LIQUID; DIOXIDE INCORPORATION; AMBIENT CONDITIONS; CASCADE REACTION; ACTIVATION; REARRANGEMENT; SYSTEM;
D O I
10.1021/acs.orglett.9b00156
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
By using silver complexes with bulky ligands such as DavePhos or N-heterocyclic carbenes, propargylic alcohols are smoothly converted with CO2 into a unique class of unexplored cyclic alkylidene carbonates. These systems, for the first time, also achieve the direct carboxylative cyclization of primary propargylic alcohols. The silver-DavePhos catalyst is further applied for the bis-carboxylative cyclization of primary propargyl derivatives, thereby providing an effective route to a series of previously inaccessible and industrially relevant alpha-alkylidene cyclic carbonates.
引用
收藏
页码:1422 / 1425
页数:4
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