Copper-catalyzed direct decarboxylative fluorosulfonylation of aliphatic carboxylic acids

被引：29

作者：

Yi, Ji-Tao ^{[1
]}

Zhou, Xiang ^{[1
]}

Chen, Qi-Long ^{[1
]}

Chen, Zhi-Da ^{[1
]}

Lu, Gui ^{[1
]}

Weng, Jiang ^{[1
]}

机构：

[1] Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangdong Prov Key Lab Chiral Mol & Drug Discover, Guangzhou 510006, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2022年 / 58卷 / 67期

关键词：

C-H BONDS; SULFONYL FLUORIDES; SULFUR-DIOXIDE; SUFEX; FUNCTIONALIZATION;

D O I：

10.1039/d2cc03221j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Sulfonyl fluorides are emerging as key structural motifs in organic synthesis, medicinal chemistry, and materials science. Herein we report two efficient and complementary methods for direct decarboxylative fluorosulfonylation of carboxylic acids by the merging of copper catalysis with different N-centered HAT regents. A wide range of structurally diverse sulfonyl fluorides was readily accessed from primary, secondary, and tertiary carboxylic acids in a single step under mild conditions.

引用

页码：9409 / 9412

页数：4

共 50 条

[1] Copper-Catalyzed Decarboxylative Elimination of Carboxylic Acids to Styrenes
Stanton, Michael P.
Hoover, Jessica M.
JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (03): : 1713 - 1719
[2] Copper-Catalyzed Decarboxylative Sulfonylation of α,β-Unsaturated Carboxylic Acids
Rokade, Balaji V.
Prabhu, Kandikere Ramaiah
JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (17): : 8110 - 8117
[3] Copper-Catalyzed Decarboxylative Disulfonylation of Alkynyl Carboxylic Acids with Sulfinic Acids
Fu, Hong
Shang, Jia-Q
Yang, Tao
Shen, Yuehai
Gao, Chuan-Zhu
Li, Ya-Min
ORGANIC LETTERS, 2018, 20 (02) : 489 - 492
[4] Copper-Catalyzed Decarboxylative Functionalization of Conjugated β,γ-Unsaturated Carboxylic Acids
Zhang, Wei
Wang, Chengming
Wang, Qiu
ACS CATALYSIS, 2020, 10 (22) : 13179 - 13185
[5] Copper-Catalyzed Decarboxylative Difluoroalkylation and Perfluoroalkylation of α,β-Unsaturated Carboxylic Acids
Lai, Yin-Long
Lin, Dian-Zhao
Huang, Jing-Mei
JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (01): : 597 - 605
[6] Insight into copper-catalyzed decarboxylative thiolation of carboxylic acids in the gas phase
Yin, Xinchi
Jiang, You
Chu, Shiying
Ma, Ge
Yin, Qi
Fang, Xiang
Pan, Yuanjiang
TETRAHEDRON, 2018, 74 (24) : 2921 - 2924
[7] Copper-Catalyzed Decarboxylative Phosphorylation of Coumarin-3-carboxylic Acids
Ghoghari, Rajnikant N.
Patel, Anant R.
Patel, Parth P.
Chikhalia, Kishor H.
SYNLETT, 2025,
[8] COPPER-CATALYZED OXIDATIVE DECARBOXYLATION OF ALIPHATIC CARBOXYLIC-ACIDS
AGTERBERG, FPW
DRIESSEN, WL
REEDIJK, J
OEVERING, H
BUIJS, W
NEW DEVELOPMENTS IN SELECTIVE OXIDATION II, 1994, 82 : 639 - 646
[9] Copper-Catalyzed Decarboxylative Methylation of Aromatic Carboxylic Acids with PhI(OAc)2
Jiang, Yuyu
Pan, Shulei
Zhang, Yanghui
Yu, Jingxun
Liu, Hongqiang
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (10) : 2027 - 2031
[10] Copper-Catalyzed Decarboxylative Cross-Coupling of Carboxylic Acids and Arylcarbamoyl Chlorides
Zhou, Dun
Fan, Aihong
Li, Xiang
Chen, Chunxia
Sun, Peng
Peng, Jinsong
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2021, 41 (03) : 1146 - 1152

← 1 2 3 4 5 →