Silver-Catalyzed Carboxylative Cyclization of Primary Propargyl Alcohols with CO2

被引：77

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

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 05期

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

页码：1422 / 1425

页数：4

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