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An electron donor-acceptor photoactivation strategy for the synthesis of S -aryl dithiocarbamates using thianthrenium salts under mild aqueous micellar conditions
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作者:

Xu, Hao
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Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, MOE, Key Lab Opt Elect Sensing & Analyt Chem Life Sci, Qingdao 266042, Peoples R China Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, MOE, Key Lab Opt Elect Sensing & Analyt Chem Life Sci, Qingdao 266042, Peoples R China

Li, Xufeng
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Zhejiang Wansheng Co Ltd, Linhai 317000, Peoples R China Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, MOE, Key Lab Opt Elect Sensing & Analyt Chem Life Sci, Qingdao 266042, Peoples R China

Ma, Jie
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Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, MOE, Key Lab Opt Elect Sensing & Analyt Chem Life Sci, Qingdao 266042, Peoples R China Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, MOE, Key Lab Opt Elect Sensing & Analyt Chem Life Sci, Qingdao 266042, Peoples R China

Zuo, Junze
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Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, MOE, Key Lab Opt Elect Sensing & Analyt Chem Life Sci, Qingdao 266042, Peoples R China Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, MOE, Key Lab Opt Elect Sensing & Analyt Chem Life Sci, Qingdao 266042, Peoples R China

Song, Xiuyan
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Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, MOE, Key Lab Opt Elect Sensing & Analyt Chem Life Sci, Qingdao 266042, Peoples R China Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, MOE, Key Lab Opt Elect Sensing & Analyt Chem Life Sci, Qingdao 266042, Peoples R China

Lv, Jian
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Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, MOE, Key Lab Opt Elect Sensing & Analyt Chem Life Sci, Qingdao 266042, Peoples R China Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, MOE, Key Lab Opt Elect Sensing & Analyt Chem Life Sci, Qingdao 266042, Peoples R China

Yang, Daoshan
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Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, MOE, Key Lab Opt Elect Sensing & Analyt Chem Life Sci, Qingdao 266042, Peoples R China
Tsinghua Univ, Minist Educ, Dept Chem, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Beijing 100084, Peoples R China Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, MOE, Key Lab Opt Elect Sensing & Analyt Chem Life Sci, Qingdao 266042, Peoples R China
机构:
[1] Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, MOE, Key Lab Opt Elect Sensing & Analyt Chem Life Sci, Qingdao 266042, Peoples R China
[2] Zhejiang Wansheng Co Ltd, Linhai 317000, Peoples R China
[3] Tsinghua Univ, Minist Educ, Dept Chem, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Beijing 100084, Peoples R China
基金:
中国国家自然科学基金;
关键词:
S -Aryl dithiocarbamates;
Visible-light;
EDA complex;
Thianthrenium salts;
Micellar photocatalysis;
PHOTOREDOX CATALYSIS;
BORONIC ACIDS;
WATER;
FUNCTIONALIZATION;
ACTIVATION;
DISULFIDE;
ARYLATION;
HALIDES;
AMINES;
D O I:
10.1016/j.cclet.2023.108403
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
An eco-friendly and convenient method is developed herein for the synthesis of S-aryl dithiocarba-mates via visible-light-induced SET process of an EDA complex between thianthrenium salt functional-ized arenes and dithiocarbamate anions under mild aqueous micellar conditions. This strategy indirectly realizes the method for constructing S-aryl dithiocarbamates through site-selective C -H functionaliza-tion of arenes. Most importantly, the reaction proceeded smoothly without addition of any photocatalyst, and the by-product thianthrene is recycled in quantity, ultimately minimizing the production of chemical waste. This protocol provides a promising synthesis candidate for the construction of valuable S-aryl dithiocarbamates, which also opens up a new avenue for micellar photocatalysis.& COPY; 2023 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.
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共 85 条
[1]
Site-Selective C-H Functionalization-Sulfination Sequence to Access Aryl Sulfonamides
[J].
Alvarez, Eva Maria
;
Plutschack, Matthew B.
;
Berger, Florian
;
Ritter, Tobias
.
ORGANIC LETTERS,
2020, 22 (12)
:4593-4596

Alvarez, Eva Maria
论文数: 0 引用数: 0
h-index: 0
机构:
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany

Plutschack, Matthew B.
论文数: 0 引用数: 0
h-index: 0
机构:
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany

Berger, Florian
论文数: 0 引用数: 0
h-index: 0
机构:
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany

Ritter, Tobias
论文数: 0 引用数: 0
h-index: 0
机构:
Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany
[2]
Metal-free photoredox-catalysed formal C-H/C-H coupling of arenes enabled by interrupted Pummerer activation
[J].
Aukland, Miles H.
;
Siauciulis, Mindaugas
;
West, Adam
;
Perry, Gregory J. P.
;
Procter, David J.
.
NATURE CATALYSIS,
2020, 3 (02)
:163-169

Aukland, Miles H.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Manchester, Dept Chem, Manchester, Lancs, England Univ Manchester, Dept Chem, Manchester, Lancs, England

Siauciulis, Mindaugas
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Manchester, Dept Chem, Manchester, Lancs, England Univ Manchester, Dept Chem, Manchester, Lancs, England

West, Adam
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Manchester, Dept Chem, Manchester, Lancs, England Univ Manchester, Dept Chem, Manchester, Lancs, England

Perry, Gregory J. P.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Manchester, Dept Chem, Manchester, Lancs, England Univ Manchester, Dept Chem, Manchester, Lancs, England

Procter, David J.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Manchester, Dept Chem, Manchester, Lancs, England Univ Manchester, Dept Chem, Manchester, Lancs, England
[3]
Targeting microbial resistance: Synthesis, antibacterial evaluation, DNA binding and modeling study of new chalcone-based dithiocarbamate derivatives
[J].
Ayman, Marwa
;
El-Messery, Shahenda M.
;
Habib, Elsayed E.
;
Al-Rashood, Sara T.
;
Almehizia, Abdulrahman A.
;
Alkahtani, Hamad M.
;
Hassan, Ghada S.
.
BIOORGANIC CHEMISTRY,
2019, 85
:282-292

Ayman, Marwa
论文数: 0 引用数: 0
h-index: 0
机构:
Mansoura Univ, Fac Pharm, POB 35516, Mansoura, Egypt Mansoura Univ, Fac Pharm, POB 35516, Mansoura, Egypt

El-Messery, Shahenda M.
论文数: 0 引用数: 0
h-index: 0
机构:
Mansoura Univ, Fac Pharm, Dept Pharmaceut Organ Chem, POB 35516, Mansoura, Egypt Mansoura Univ, Fac Pharm, POB 35516, Mansoura, Egypt

Habib, Elsayed E.
论文数: 0 引用数: 0
h-index: 0
机构:
Taibah Univ, Coll Pharm, Dept Pharmaceut & Pharmaceut Technol, Almadinah Almunawwarah 344, Saudi Arabia
Mansoura Univ, Fac Pharm, Dept Microbiol, Mansoura 35516, Egypt Mansoura Univ, Fac Pharm, POB 35516, Mansoura, Egypt

Al-Rashood, Sara T.
论文数: 0 引用数: 0
h-index: 0
机构:
King Saud Univ, Coll Pharm, Dept Pharmaceut Chem, Riyadh 11451, Saudi Arabia Mansoura Univ, Fac Pharm, POB 35516, Mansoura, Egypt

论文数: 引用数:
h-index:
机构:

Alkahtani, Hamad M.
论文数: 0 引用数: 0
h-index: 0
机构:
King Saud Univ, Coll Pharm, Dept Pharmaceut Chem, Riyadh 11451, Saudi Arabia Mansoura Univ, Fac Pharm, POB 35516, Mansoura, Egypt

Hassan, Ghada S.
论文数: 0 引用数: 0
h-index: 0
机构:
Mansoura Univ, Fac Pharm, Dept Med Chem, POB 35516, Mansoura, Egypt Mansoura Univ, Fac Pharm, POB 35516, Mansoura, Egypt
[4]
Chemical and Medicinal Versatility of Dithiocarbamates: An Overview
[J].
Bala, Veenu
;
Gupta, Gopal
;
Sharma, Vishnu L.
.
MINI-REVIEWS IN MEDICINAL CHEMISTRY,
2014, 14 (12)
:1021-1032

Bala, Veenu
论文数: 0 引用数: 0
h-index: 0
机构:
CSIR Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226031, Uttar Pradesh, India
Acad Sci & Innovat Res AcSIR, New Delhi 110001, India CSIR Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226031, Uttar Pradesh, India

Gupta, Gopal
论文数: 0 引用数: 0
h-index: 0
机构:
CSIR Cent Drug Res Inst, Endocrinol Div, Lucknow 226031, Uttar Pradesh, India CSIR Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226031, Uttar Pradesh, India

Sharma, Vishnu L.
论文数: 0 引用数: 0
h-index: 0
机构:
CSIR Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226031, Uttar Pradesh, India
Acad Sci & Innovat Res AcSIR, New Delhi 110001, India CSIR Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226031, Uttar Pradesh, India
[5]
Site-selective and versatile aromatic C-H functionalization by thianthrenation
[J].
Berger, Florian
;
Plutschack, Matthew B.
;
Riegger, Julian
;
Yu, Wanwan
;
Speicher, Samira
;
Ho, Matthew
;
Frank, Nils
;
Ritter, Tobias
.
NATURE,
2019, 567 (7747)
:223-228

Berger, Florian
论文数: 0 引用数: 0
h-index: 0
机构:
Max Planck Inst Kohlenforsch, Mulheim, Germany Max Planck Inst Kohlenforsch, Mulheim, Germany

Plutschack, Matthew B.
论文数: 0 引用数: 0
h-index: 0
机构:
Max Planck Inst Kohlenforsch, Mulheim, Germany Max Planck Inst Kohlenforsch, Mulheim, Germany

Riegger, Julian
论文数: 0 引用数: 0
h-index: 0
机构:
Max Planck Inst Kohlenforsch, Mulheim, Germany Max Planck Inst Kohlenforsch, Mulheim, Germany

Yu, Wanwan
论文数: 0 引用数: 0
h-index: 0
机构:
Max Planck Inst Kohlenforsch, Mulheim, Germany Max Planck Inst Kohlenforsch, Mulheim, Germany

Speicher, Samira
论文数: 0 引用数: 0
h-index: 0
机构:
Max Planck Inst Kohlenforsch, Mulheim, Germany Max Planck Inst Kohlenforsch, Mulheim, Germany

Ho, Matthew
论文数: 0 引用数: 0
h-index: 0
机构:
Max Planck Inst Kohlenforsch, Mulheim, Germany Max Planck Inst Kohlenforsch, Mulheim, Germany

Frank, Nils
论文数: 0 引用数: 0
h-index: 0
机构:
Max Planck Inst Kohlenforsch, Mulheim, Germany Max Planck Inst Kohlenforsch, Mulheim, Germany

Ritter, Tobias
论文数: 0 引用数: 0
h-index: 0
机构:
Max Planck Inst Kohlenforsch, Mulheim, Germany Max Planck Inst Kohlenforsch, Mulheim, Germany
[6]
Carbamoyl Radical-Mediated Synthesis and Semipinacol Rearrangement of b-Lactam Diols
[J].
Betou, Marie
;
Male, Louise
;
Steed, Jonathan W.
;
Grainger, Richard S.
.
CHEMISTRY-A EUROPEAN JOURNAL,
2014, 20 (21)
:6505-6517

Betou, Marie
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Birmingham, Sch Chem, Birmingham B15 2TT, W Midlands, England Univ Birmingham, Sch Chem, Birmingham B15 2TT, W Midlands, England

Male, Louise
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Birmingham, Sch Chem, Birmingham B15 2TT, W Midlands, England Univ Birmingham, Sch Chem, Birmingham B15 2TT, W Midlands, England

Steed, Jonathan W.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Durham, Dept Chem, Durham DH1 3LE, England Univ Birmingham, Sch Chem, Birmingham B15 2TT, W Midlands, England

Grainger, Richard S.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Birmingham, Sch Chem, Birmingham B15 2TT, W Midlands, England Univ Birmingham, Sch Chem, Birmingham B15 2TT, W Midlands, England
[7]
One-pot copper nanoparticle-catalyzed synthesis of S-aryl- and S-vinyl dithiocarbamates in water: high diastereoselectivity achieved for vinyl dithiocarbamates
[J].
Bhadra, Sukalyan
;
Saha, Amit
;
Ranu, Brindaban C.
.
GREEN CHEMISTRY,
2008, 10 (11)
:1224-1230

Bhadra, Sukalyan
论文数: 0 引用数: 0
h-index: 0
机构:
Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, India Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, India

Saha, Amit
论文数: 0 引用数: 0
h-index: 0
机构:
Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, India Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, India

Ranu, Brindaban C.
论文数: 0 引用数: 0
h-index: 0
机构:
Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, India Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, India
[8]
Aryne Three-Component Coupling Involving CS2 for the Synthesis of S-Aryl Dithiocarbamates
[J].
Bhattacharjee, Subrata
;
Deswal, Shiksha
;
Manoj, Niket
;
Jindal, Garima
;
Biju, Akkattu T.
.
ORGANIC LETTERS,
2021, 23 (23)
:9083-9088

论文数: 引用数:
h-index:
机构:

Deswal, Shiksha
论文数: 0 引用数: 0
h-index: 0
机构:
Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India

论文数: 引用数:
h-index:
机构:

Jindal, Garima
论文数: 0 引用数: 0
h-index: 0
机构:
Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India

Biju, Akkattu T.
论文数: 0 引用数: 0
h-index: 0
机构:
Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India
[9]
Micellar Catalysis as a Tool for C-H Bond Functionalization toward C-C Bond Formation
[J].
Borrego, Elena
;
Caballero, Ana
;
Perez, Pedro J.
.
ORGANOMETALLICS,
2022, 41 (22)
:3084-3098

论文数: 引用数:
h-index:
机构:

Caballero, Ana
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Huelva, Lab Catalisis Homogenea, Unidad Asociada CSIC, CIQSO Ctr Invest Quim Sostenible, Huelva 21007, Spain
Univ Huelva, Dept Quim, Huelva 21007, Spain Univ Huelva, Lab Catalisis Homogenea, Unidad Asociada CSIC, CIQSO Ctr Invest Quim Sostenible, Huelva 21007, Spain

Perez, Pedro J.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Huelva, Lab Catalisis Homogenea, Unidad Asociada CSIC, CIQSO Ctr Invest Quim Sostenible, Huelva 21007, Spain
Univ Huelva, Dept Quim, Huelva 21007, Spain Univ Huelva, Lab Catalisis Homogenea, Unidad Asociada CSIC, CIQSO Ctr Invest Quim Sostenible, Huelva 21007, Spain
[10]
Exploring the Structural Requirements for Inhibition of the Ubiquitin E3 Ligase Breast Cancer Associated Protein 2 (BCA2) as a Treatment for Breast Cancer
[J].
Brahemi, Ghali
;
Kona, Fathima R.
;
Fiasella, Annalisa
;
Buac, Daniela
;
Soukupova, Jitka
;
Brancale, Andrea
;
Burger, Angelika M.
;
Westwell, Andrew D.
.
JOURNAL OF MEDICINAL CHEMISTRY,
2010, 53 (07)
:2757-2765

Brahemi, Ghali
论文数: 0 引用数: 0
h-index: 0
机构:
Cardiff Univ, Welsh Sch Pharm, Cardiff CF10 3NB, S Glam, Wales Wayne State Univ, Dept Pharmacol, Barbara Ann Karmanos Canc Inst, Detroit, MI 48201 USA

Kona, Fathima R.
论文数: 0 引用数: 0
h-index: 0
机构:
Wayne State Univ, Dept Pharmacol, Barbara Ann Karmanos Canc Inst, Detroit, MI 48201 USA Wayne State Univ, Dept Pharmacol, Barbara Ann Karmanos Canc Inst, Detroit, MI 48201 USA

Fiasella, Annalisa
论文数: 0 引用数: 0
h-index: 0
机构:
Cardiff Univ, Welsh Sch Pharm, Cardiff CF10 3NB, S Glam, Wales Wayne State Univ, Dept Pharmacol, Barbara Ann Karmanos Canc Inst, Detroit, MI 48201 USA

Buac, Daniela
论文数: 0 引用数: 0
h-index: 0
机构:
Wayne State Univ, Dept Pharmacol, Barbara Ann Karmanos Canc Inst, Detroit, MI 48201 USA Wayne State Univ, Dept Pharmacol, Barbara Ann Karmanos Canc Inst, Detroit, MI 48201 USA

Soukupova, Jitka
论文数: 0 引用数: 0
h-index: 0
机构:
Cardiff Univ, Welsh Sch Pharm, Cardiff CF10 3NB, S Glam, Wales Wayne State Univ, Dept Pharmacol, Barbara Ann Karmanos Canc Inst, Detroit, MI 48201 USA

Brancale, Andrea
论文数: 0 引用数: 0
h-index: 0
机构:
Cardiff Univ, Welsh Sch Pharm, Cardiff CF10 3NB, S Glam, Wales Wayne State Univ, Dept Pharmacol, Barbara Ann Karmanos Canc Inst, Detroit, MI 48201 USA

Burger, Angelika M.
论文数: 0 引用数: 0
h-index: 0
机构:
Wayne State Univ, Dept Pharmacol, Barbara Ann Karmanos Canc Inst, Detroit, MI 48201 USA Wayne State Univ, Dept Pharmacol, Barbara Ann Karmanos Canc Inst, Detroit, MI 48201 USA

Westwell, Andrew D.
论文数: 0 引用数: 0
h-index: 0
机构:
Cardiff Univ, Welsh Sch Pharm, Cardiff CF10 3NB, S Glam, Wales Wayne State Univ, Dept Pharmacol, Barbara Ann Karmanos Canc Inst, Detroit, MI 48201 USA