C-H carboxylation of heteroarenes with ambient CO2

被引:80
作者
Fenner, Sabine [1 ]
Ackermann, Lutz [1 ]
机构
[1] Univ Gottingen, Inst Organ & Biomol Chem, Tammannstr 2, D-37077 Gottingen, Germany
关键词
CATALYZED DIRECT CARBOXYLATION; CARBON-DIOXIDE; BOND; METHYLATION; FIXATION; DFT; FUNCTIONALIZATION; TRANSFORMATIONS; ACTIVATION; ALKYNES;
D O I
10.1039/c6gc00200e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The C-H carboxylation of heteroarenes was achieved under transition metal-free reaction conditions with naturally abundant CO2 as the C1 source at relatively low temperature. The C-H carboxylation was mediated by KOt-Bu at atmospheric pressure of CO2, and thereby provided atom- and step-economical access to various heteroaromatic carboxylic acid derivatives.
引用
收藏
页码:3804 / 3807
页数:4
相关论文
共 50 条
[21]   Catalytic C(sp)-H carboxylation with CO2 [J].
Zhang, Lin ;
Gao, En-Qing .
COORDINATION CHEMISTRY REVIEWS, 2023, 486
[22]   Carboxylation of Benzylic and Aliphatic C-H Bonds with CO2 Induced by Light/Ketone/Nickel [J].
Ishida, Naoki ;
Masuda, Yusuke ;
Imamura, Yuuya ;
Yamazaki, Katsushi ;
Murakami, Masahiro .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (50) :19611-19615
[23]   C-H Bond Silylation of Heteroarenes [J].
Khatua, Hillol ;
Das, Subrata ;
Patra, Sima ;
Chattopadhyay, Buddhadeb .
SYNTHESIS-STUTTGART, 2023, 55 (21) :3434-3453
[24]   Cobalt-Catalyzed Allylic C(sp3)-H Carboxylation with CO2 [J].
Michigami, Kenichi ;
Mita, Tsuyoshi ;
Sato, Yoshihiro .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (17) :6094-6097
[25]   Copper-Catalyzed C-H Carbamoyloxylation of Aryl Carboxamides with CO2 and Amines at Ambient Conditions [J].
Luo, Xiang ;
Song, Xianheng ;
Xiong, Wenfang ;
Li, Jianheng ;
Li, Mingkang ;
Zhu, Zefeng ;
Wei, Shuxian ;
Chan, Albert S. C. ;
Zou, Yong .
ORGANIC LETTERS, 2019, 21 (07) :2013-2018
[26]   Direct C-H carboxylation with complexes of the coinage metals [J].
Boogaerts, Ine I. F. ;
Nolan, Steven P. .
CHEMICAL COMMUNICATIONS, 2011, 47 (11) :3021-3024
[27]   Pd(II)-catalyzed carboxylation of aromatic C?H bonds with CO2 [J].
Kemper, Gregor ;
Hoelscher, Markus ;
Leitner, Walter .
SCIENCE ADVANCES, 2023, 9 (05)
[28]   Rhodium(I)-Catalyzed Direct Carboxylation of Arenes with CO2 via Chelation-Assisted C-H Bond Activation [J].
Mizuno, Hajime ;
Takaya, Jun ;
Iwasawa, Nobuharu .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (05) :1251-1253
[29]   Ligand-enabled site-selectivity in a versatile rhodium(II)-catalysed aryl C-H carboxylation with CO2 [J].
Fu, Lei ;
Li, Shangda ;
Cai, Zhihua ;
Ding, Yongzheng ;
Guo, Xiao-Qing ;
Zhou, Li-Peng ;
Yuan, Daqiang ;
Sun, Qing-Fu ;
Li, Gang .
NATURE CATALYSIS, 2018, 1 (06) :469-478
[30]   Construction of unsymmetrical heterobiaryls via the Cp*Rh(iii)-catalysed C-H/C-H coupling of heteroarenes [J].
Parmar, Diksha ;
Sharma, Tamanna ;
Sharma, Akhilesh K. K. ;
Sharma, Upendra .
CHEMICAL COMMUNICATIONS, 2023, 59 (63) :9646-9649