共 74 条
A visible light-induced deoxygenative amidation protocol for the synthesis of dipeptides and amides
被引:1
作者:

Ren, Ji-Wei
论文数: 0 引用数: 0
h-index: 0
机构:
Taishan Univ, Coll Chem & Chem Engn, Tai An 271000, Shandong, Peoples R China Taishan Univ, Coll Chem & Chem Engn, Tai An 271000, Shandong, Peoples R China

Han, Cheng-Shuai
论文数: 0 引用数: 0
h-index: 0
机构:
Taishan Univ, Coll Chem & Chem Engn, Tai An 271000, Shandong, Peoples R China Taishan Univ, Coll Chem & Chem Engn, Tai An 271000, Shandong, Peoples R China

Zhang, Huai-Xin
论文数: 0 引用数: 0
h-index: 0
机构:
Taishan Univ, Coll Chem & Chem Engn, Tai An 271000, Shandong, Peoples R China Taishan Univ, Coll Chem & Chem Engn, Tai An 271000, Shandong, Peoples R China

Zhang, Qing-Hao
论文数: 0 引用数: 0
h-index: 0
机构:
Taishan Univ, Coll Chem & Chem Engn, Tai An 271000, Shandong, Peoples R China Taishan Univ, Coll Chem & Chem Engn, Tai An 271000, Shandong, Peoples R China

Song, Xian-Ting
论文数: 0 引用数: 0
h-index: 0
机构:
Taishan Univ, Coll Chem & Chem Engn, Tai An 271000, Shandong, Peoples R China Taishan Univ, Coll Chem & Chem Engn, Tai An 271000, Shandong, Peoples R China

Sun, Jing-Hui
论文数: 0 引用数: 0
h-index: 0
机构:
Taishan Univ, Coll Chem & Chem Engn, Tai An 271000, Shandong, Peoples R China Taishan Univ, Coll Chem & Chem Engn, Tai An 271000, Shandong, Peoples R China
机构:
[1] Taishan Univ, Coll Chem & Chem Engn, Tai An 271000, Shandong, Peoples R China
来源:
ORGANIC CHEMISTRY FRONTIERS
|
2024年
/
11卷
/
16期
关键词:
PEPTIDE COUPLING REAGENTS;
CARBOXYLIC-ACIDS;
DECARBOXYLATIVE REACTIONS;
PHOTOREDOX CATALYSIS;
PERSPECTIVE;
ALDEHYDES;
ACCESS;
D O I:
10.1039/d4qo00793j
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
A green and sustainable visible light-mediated deoxygenative amidation protocol to generate acyl radicals from commercially available carboxylic acids is described. The cheap, commercially available and user friendly organic photoredox catalyst rhodamine B could be employed in dipeptide and amide coupling reactions under metal-free conditions and visible light irradiation. This method showed excellent functional group selectivity for the formation of peptide bonds or amide bonds without affecting other functional groups such as alcohols, amides, halogens and heterocycles. This protocol was suitable for use in challenging amide coupling reactions involving hindered carboxylic acids with low nucleophilic amines. This operationally straightforward method boosts the efficient synthesis of various dipeptides and amides in moderate to good yields (55-89%). A green and sustainable visible light-mediated deoxygenative amidation protocol to generate acyl radicals from carboxylic acids was developed to efficiently synthesize dipeptides and amides.
引用
收藏
页码:4449 / 4455
页数:7
相关论文
共 74 条
[21]
Synthesis of dibenzocycloketones by acyl radical cyclization from aromatic carboxylic acids using methylene blue as a photocatalyst
[J].
Jiang, Hongshuo
;
Mao, Guijie
;
Wu, Hongfeng
;
An, Qi
;
Zuo, Minghui
;
Guo, Weihao
;
Xu, Chunzhao
;
Sun, Zhizhong
;
Chu, Wenyi
.
GREEN CHEMISTRY,
2019, 21 (19)
:5368-5373

Jiang, Hongshuo
论文数: 0 引用数: 0
h-index: 0
机构:
Heilongjiang Univ, Sch Chem & Mat Sci, Harbin 150080, Heilongjiang, Peoples R China
Coll Heilongjiang Prov, Key Lab Chem Engn Proc & Technol High Efficiency, Harbin 150080, Peoples R China Heilongjiang Univ, Sch Chem & Mat Sci, Harbin 150080, Heilongjiang, Peoples R China

Mao, Guijie
论文数: 0 引用数: 0
h-index: 0
机构:
Heilongjiang Univ, Sch Chem & Mat Sci, Harbin 150080, Heilongjiang, Peoples R China Heilongjiang Univ, Sch Chem & Mat Sci, Harbin 150080, Heilongjiang, Peoples R China

Wu, Hongfeng
论文数: 0 引用数: 0
h-index: 0
机构:
Heilongjiang Univ, Sch Chem & Mat Sci, Harbin 150080, Heilongjiang, Peoples R China
Coll Heilongjiang Prov, Key Lab Chem Engn Proc & Technol High Efficiency, Harbin 150080, Peoples R China Heilongjiang Univ, Sch Chem & Mat Sci, Harbin 150080, Heilongjiang, Peoples R China

An, Qi
论文数: 0 引用数: 0
h-index: 0
机构:
Heilongjiang Univ, Sch Chem & Mat Sci, Harbin 150080, Heilongjiang, Peoples R China
Coll Heilongjiang Prov, Key Lab Chem Engn Proc & Technol High Efficiency, Harbin 150080, Peoples R China Heilongjiang Univ, Sch Chem & Mat Sci, Harbin 150080, Heilongjiang, Peoples R China

Zuo, Minghui
论文数: 0 引用数: 0
h-index: 0
机构:
Heilongjiang Univ, Sch Chem & Mat Sci, Harbin 150080, Heilongjiang, Peoples R China
Coll Heilongjiang Prov, Key Lab Chem Engn Proc & Technol High Efficiency, Harbin 150080, Peoples R China Heilongjiang Univ, Sch Chem & Mat Sci, Harbin 150080, Heilongjiang, Peoples R China

Guo, Weihao
论文数: 0 引用数: 0
h-index: 0
机构:
Heilongjiang Univ, Sch Chem & Mat Sci, Harbin 150080, Heilongjiang, Peoples R China
Coll Heilongjiang Prov, Key Lab Chem Engn Proc & Technol High Efficiency, Harbin 150080, Peoples R China Heilongjiang Univ, Sch Chem & Mat Sci, Harbin 150080, Heilongjiang, Peoples R China

Xu, Chunzhao
论文数: 0 引用数: 0
h-index: 0
机构:
Heilongjiang Univ, Sch Chem & Mat Sci, Harbin 150080, Heilongjiang, Peoples R China
Coll Heilongjiang Prov, Key Lab Chem Engn Proc & Technol High Efficiency, Harbin 150080, Peoples R China Heilongjiang Univ, Sch Chem & Mat Sci, Harbin 150080, Heilongjiang, Peoples R China

Sun, Zhizhong
论文数: 0 引用数: 0
h-index: 0
机构:
Heilongjiang Univ, Sch Chem & Mat Sci, Harbin 150080, Heilongjiang, Peoples R China
Coll Heilongjiang Prov, Key Lab Chem Engn Proc & Technol High Efficiency, Harbin 150080, Peoples R China Heilongjiang Univ, Sch Chem & Mat Sci, Harbin 150080, Heilongjiang, Peoples R China

Chu, Wenyi
论文数: 0 引用数: 0
h-index: 0
机构:
Heilongjiang Univ, Sch Chem & Mat Sci, Harbin 150080, Heilongjiang, Peoples R China
Coll Heilongjiang Prov, Key Lab Chem Engn Proc & Technol High Efficiency, Harbin 150080, Peoples R China Heilongjiang Univ, Sch Chem & Mat Sci, Harbin 150080, Heilongjiang, Peoples R China
[22]
Cooperative photoredox catalysis
[J].
Lang, Xianjun
;
Zhao, Jincai
;
Chen, Xiaodong
.
CHEMICAL SOCIETY REVIEWS,
2016, 45 (11)
:3026-3038

Lang, Xianjun
论文数: 0 引用数: 0
h-index: 0
机构:
Nanyang Technol Univ, Sch Mat Sci & Engn, 50 Nanyang Ave, Singapore 639798, Singapore Nanyang Technol Univ, Sch Mat Sci & Engn, 50 Nanyang Ave, Singapore 639798, Singapore

Zhao, Jincai
论文数: 0 引用数: 0
h-index: 0
机构:
Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci, Key Lab Photochem, Beijing 100190, Peoples R China Nanyang Technol Univ, Sch Mat Sci & Engn, 50 Nanyang Ave, Singapore 639798, Singapore

Chen, Xiaodong
论文数: 0 引用数: 0
h-index: 0
机构:
Nanyang Technol Univ, Sch Mat Sci & Engn, 50 Nanyang Ave, Singapore 639798, Singapore Nanyang Technol Univ, Sch Mat Sci & Engn, 50 Nanyang Ave, Singapore 639798, Singapore
[23]
Visible-Light-Induced Deoxygenative Acylation Aromatization of p-Quinone Methides with Carboxylic Acids
[J].
Li, Guan-Nan
;
Li, Hao-Cong
;
Wang, Meng-Ru
;
Lu, Zhan
;
Yu, Bing
.
ADVANCED SYNTHESIS & CATALYSIS,
2022, 364 (22)
:3927-3931

Li, Guan-Nan
论文数: 0 引用数: 0
h-index: 0
机构:
Zhengzhou Univ, Coll Chem, Green Catalysis Ctr, Zhengzhou 450001, Peoples R China
Zhejiang Univ, Ctr Chem Frontier Technol, Dept Chem, Hangzhou 310058, Peoples R China Zhengzhou Univ, Coll Chem, Green Catalysis Ctr, Zhengzhou 450001, Peoples R China

Li, Hao-Cong
论文数: 0 引用数: 0
h-index: 0
机构:
Zhengzhou Univ, Coll Chem, Green Catalysis Ctr, Zhengzhou 450001, Peoples R China Zhengzhou Univ, Coll Chem, Green Catalysis Ctr, Zhengzhou 450001, Peoples R China

Wang, Meng-Ru
论文数: 0 引用数: 0
h-index: 0
机构:
Zhengzhou Univ, Coll Chem, Green Catalysis Ctr, Zhengzhou 450001, Peoples R China Zhengzhou Univ, Coll Chem, Green Catalysis Ctr, Zhengzhou 450001, Peoples R China

Lu, Zhan
论文数: 0 引用数: 0
h-index: 0
机构:
Zhengzhou Univ, Coll Chem, Green Catalysis Ctr, Zhengzhou 450001, Peoples R China
Zhejiang Univ, Ctr Chem Frontier Technol, Dept Chem, Hangzhou 310058, Peoples R China Zhengzhou Univ, Coll Chem, Green Catalysis Ctr, Zhengzhou 450001, Peoples R China

Yu, Bing
论文数: 0 引用数: 0
h-index: 0
机构:
Zhengzhou Univ, Coll Chem, Green Catalysis Ctr, Zhengzhou 450001, Peoples R China Zhengzhou Univ, Coll Chem, Green Catalysis Ctr, Zhengzhou 450001, Peoples R China
[24]
Radical difluoromethylthiolation of aromatics enabled by visible light
[J].
Li, Jianbin
;
Zhu, Dianhu
;
Lv, Leiyang
;
Li, Chao-Jun
.
CHEMICAL SCIENCE,
2018, 9 (26)
:5781-5786

Li, Jianbin
论文数: 0 引用数: 0
h-index: 0
机构:
McGill Univ, Dept Chem, 801 Sherbrooke St West, Montreal, PQ H3A 0B8, Canada McGill Univ, Dept Chem, 801 Sherbrooke St West, Montreal, PQ H3A 0B8, Canada

Zhu, Dianhu
论文数: 0 引用数: 0
h-index: 0
机构:
McGill Univ, Dept Chem, 801 Sherbrooke St West, Montreal, PQ H3A 0B8, Canada McGill Univ, Dept Chem, 801 Sherbrooke St West, Montreal, PQ H3A 0B8, Canada

Lv, Leiyang
论文数: 0 引用数: 0
h-index: 0
机构:
McGill Univ, Dept Chem, 801 Sherbrooke St West, Montreal, PQ H3A 0B8, Canada McGill Univ, Dept Chem, 801 Sherbrooke St West, Montreal, PQ H3A 0B8, Canada

Li, Chao-Jun
论文数: 0 引用数: 0
h-index: 0
机构:
McGill Univ, Dept Chem, 801 Sherbrooke St West, Montreal, PQ H3A 0B8, Canada McGill Univ, Dept Chem, 801 Sherbrooke St West, Montreal, PQ H3A 0B8, Canada
[25]
Visible light-enabled selective depolymerization of oxidized lignin by an organic photocatalyst
[J].
Li, Shuyuan
;
Hao, Zhongkai
;
Wang, Kaixuan
;
Tong, Min
;
Yang, Yanan
;
Jiang, Huating
;
Xiao, Yao
;
Zhang, Fang
.
CHEMICAL COMMUNICATIONS,
2020, 56 (76)
:11243-11246

Li, Shuyuan
论文数: 0 引用数: 0
h-index: 0
机构:
Shanghai Normal Univ, Dept Chem, 100 Guilin Rd, Shanghai 200234, Peoples R China Shanghai Normal Univ, Dept Chem, 100 Guilin Rd, Shanghai 200234, Peoples R China

Hao, Zhongkai
论文数: 0 引用数: 0
h-index: 0
机构:
Shanghai Normal Univ, Dept Chem, 100 Guilin Rd, Shanghai 200234, Peoples R China Shanghai Normal Univ, Dept Chem, 100 Guilin Rd, Shanghai 200234, Peoples R China

Wang, Kaixuan
论文数: 0 引用数: 0
h-index: 0
机构:
Shanghai Normal Univ, Dept Chem, 100 Guilin Rd, Shanghai 200234, Peoples R China Shanghai Normal Univ, Dept Chem, 100 Guilin Rd, Shanghai 200234, Peoples R China

Tong, Min
论文数: 0 引用数: 0
h-index: 0
机构:
Shanghai Normal Univ, Dept Chem, 100 Guilin Rd, Shanghai 200234, Peoples R China Shanghai Normal Univ, Dept Chem, 100 Guilin Rd, Shanghai 200234, Peoples R China

Yang, Yanan
论文数: 0 引用数: 0
h-index: 0
机构:
Shanghai Normal Univ, Dept Chem, 100 Guilin Rd, Shanghai 200234, Peoples R China Shanghai Normal Univ, Dept Chem, 100 Guilin Rd, Shanghai 200234, Peoples R China

Jiang, Huating
论文数: 0 引用数: 0
h-index: 0
机构:
Shanghai Normal Univ, Dept Chem, 100 Guilin Rd, Shanghai 200234, Peoples R China Shanghai Normal Univ, Dept Chem, 100 Guilin Rd, Shanghai 200234, Peoples R China

Xiao, Yao
论文数: 0 引用数: 0
h-index: 0
机构:
Shanghai Normal Univ, Dept Chem, 100 Guilin Rd, Shanghai 200234, Peoples R China Shanghai Normal Univ, Dept Chem, 100 Guilin Rd, Shanghai 200234, Peoples R China

Zhang, Fang
论文数: 0 引用数: 0
h-index: 0
机构:
Shanghai Normal Univ, Dept Chem, 100 Guilin Rd, Shanghai 200234, Peoples R China Shanghai Normal Univ, Dept Chem, 100 Guilin Rd, Shanghai 200234, Peoples R China
[26]
Catalytic amide formation from non-activated carboxylic acids and amines
[J].
Lundberg, Helena
;
Tinnis, Fredrik
;
Selander, Nicklas
;
Adolfsson, Hans
.
CHEMICAL SOCIETY REVIEWS,
2014, 43 (08)
:2714-2742

Lundberg, Helena
论文数: 0 引用数: 0
h-index: 0
机构:
Stockholm Univ, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden Stockholm Univ, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden

Tinnis, Fredrik
论文数: 0 引用数: 0
h-index: 0
机构:
Stockholm Univ, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden Stockholm Univ, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden

Selander, Nicklas
论文数: 0 引用数: 0
h-index: 0
机构:
Stockholm Univ, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden Stockholm Univ, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden

论文数: 引用数:
h-index:
机构:
[27]
Polyamides - Still Strong After Seventy Years
[J].
Marchildon, Keith
.
MACROMOLECULAR REACTION ENGINEERING,
2011, 5 (01)
:22-54

Marchildon, Keith
论文数: 0 引用数: 0
h-index: 0
机构: Kingston, ON K7M 4T1
[28]
Visible-Light Photocatalysis: Does It Make a Difference in Organic Synthesis?
[J].
Marzo, Leyre
;
Pagire, Santosh K.
;
Reiser, Oliver
;
Koenig, Burkhard
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2018, 57 (32)
:10034-10072

Marzo, Leyre
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Regensburg, Inst Organ Chem, Univ Str 31, D-93053 Regensburg, Germany Univ Regensburg, Inst Organ Chem, Univ Str 31, D-93053 Regensburg, Germany

Pagire, Santosh K.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Regensburg, Inst Organ Chem, Univ Str 31, D-93053 Regensburg, Germany Univ Regensburg, Inst Organ Chem, Univ Str 31, D-93053 Regensburg, Germany

论文数: 引用数:
h-index:
机构:

论文数: 引用数:
h-index:
机构:
[29]
Amide Bond Formation Strategies: Latest Advances on a Dateless Transformation
[J].
Massolo, Elisabetta
;
Pirola, Margherita
;
Benaglia, Maurizio
.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,
2020, 2020 (30)
:4641-4651

Massolo, Elisabetta
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Milan, Dipartimento Chim, Via Golgi 19, I-20133 Milan, Italy Univ Milan, Dipartimento Chim, Via Golgi 19, I-20133 Milan, Italy

Pirola, Margherita
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Milan, Dipartimento Chim, Via Golgi 19, I-20133 Milan, Italy Univ Milan, Dipartimento Chim, Via Golgi 19, I-20133 Milan, Italy

Benaglia, Maurizio
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Milan, Dipartimento Chim, Via Golgi 19, I-20133 Milan, Italy Univ Milan, Dipartimento Chim, Via Golgi 19, I-20133 Milan, Italy
[30]
Synthesis of γ-Oxo-α-amino Acids via Radical Acylation with Carboxylic Acids
[J].
Merkens, Kay
;
Troyano, Francisco Jose Aguilar
;
Anwar, Khadijah
;
Gomez-Suarez, Adrian
.
JOURNAL OF ORGANIC CHEMISTRY,
2021, 86 (12)
:8448-8456

论文数: 引用数:
h-index:
机构:

论文数: 引用数:
h-index:
机构:

Anwar, Khadijah
论文数: 0 引用数: 0
h-index: 0
机构:
Berg Univ Wuppertal, Organ Chem, D-20 Wuppertal, Germany Berg Univ Wuppertal, Organ Chem, D-20 Wuppertal, Germany

Gomez-Suarez, Adrian
论文数: 0 引用数: 0
h-index: 0
机构:
Berg Univ Wuppertal, Organ Chem, D-20 Wuppertal, Germany Berg Univ Wuppertal, Organ Chem, D-20 Wuppertal, Germany