共 61 条
Elemental sulfur mediated synthesis of benzoxazoles, benzothiazoles and quinoxalines via decarboxylative coupling of 2-hydroxy/mercapto/amino-anilines with cinnamic acids
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Kumar, Promod
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Banaras Hindu Univ, Dept Chem, Ctr Adv Study, Inst Sci, Varanasi 221005, Uttar Pradesh, India Banaras Hindu Univ, Dept Chem, Ctr Adv Study, Inst Sci, Varanasi 221005, Uttar Pradesh, India

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[1] Banaras Hindu Univ, Dept Chem, Ctr Adv Study, Inst Sci, Varanasi 221005, Uttar Pradesh, India
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关键词:
ONE-POT SYNTHESIS;
COPPER-CATALYZED SYNTHESIS;
C-H FUNCTIONALIZATION;
OXIDATIVE CYCLIZATION;
EFFICIENT SYNTHESIS;
CARBOXYLIC-ACIDS;
BOND FORMATION;
AQUEOUS-MEDIA;
DERIVATIVES;
STRATEGY;
D O I:
10.1039/c6ra17491d
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
An easy and practical method has been developed for the synthesis of 2-benzylbenzoxazoles and 2-benzylbenzothiazoles using sulfur mediated decarboxylative coupling of cinnamic acids with 2-hydroxyanilines and 2-mercaptoanilines respectively under metal- and solvent-free conditions. However, the reaction of 2-aminoanilines with cinnamic acids leads to the formation of 2-arylquinoxalines under the same set of reaction conditions. The transformation is versatile and compatible with a number of functional groups.
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页码:81013 / 81016
页数:4
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共 61 条
[1]
C-H Bond Arylations and Benzylations on Oxazol(in)es with a Palladium Catalyst of a Secondary Phosphine Oxide
[J].
Ackermann, Lutz
;
Barfuesser, Sebastian
;
Kornhaass, Christoph
;
Kapdi, Anant R.
.
ORGANIC LETTERS,
2011, 13 (12)
:3082-3085

Ackermann, Lutz
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany

Barfuesser, Sebastian
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany

Kornhaass, Christoph
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany

Kapdi, Anant R.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
[2]
Synthesis and biological properties of benzothiazole, benzoxazole, and chromen-4-one analogues of the potent antitumor agent 2-(3,4-dimethoxyphenyl)-5-fluorobenzothiazole (PMX 610, NSC 721648)
[J].
Aiello, Stefania
;
Wells, Geoffrey
;
Stone, Erica L.
;
Kadri, Hachemi
;
Bazzi, Rana
;
Bell, David R.
;
Stevens, Malcolm F. G.
;
Matthews, Charles S.
;
Bradshaw, Tracey D.
;
Westwell, Andrew D.
.
JOURNAL OF MEDICINAL CHEMISTRY,
2008, 51 (16)
:5135-5139

Aiello, Stefania
论文数: 0 引用数: 0
h-index: 0
机构:
Cardiff Univ, Welsh Sch Pharm, Cardiff CF10 3NB, S Glam, Wales
Univ Palermo, Fac Farm, Dipartimento Farmacochim Tossicolog & Biol, I-90123 Palermo, Italy Cardiff Univ, Welsh Sch Pharm, Cardiff CF10 3NB, S Glam, Wales

Wells, Geoffrey
论文数: 0 引用数: 0
h-index: 0
机构:
Pharminox Ltd, Nottingham NG1 1GF, England Cardiff Univ, Welsh Sch Pharm, Cardiff CF10 3NB, S Glam, Wales

Stone, Erica L.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nottingham, Sch Pharm, Ctr Biomol Sci, Nottingham NG7 2RD, England Cardiff Univ, Welsh Sch Pharm, Cardiff CF10 3NB, S Glam, Wales

Kadri, Hachemi
论文数: 0 引用数: 0
h-index: 0
机构:
Cardiff Univ, Welsh Sch Pharm, Cardiff CF10 3NB, S Glam, Wales Cardiff Univ, Welsh Sch Pharm, Cardiff CF10 3NB, S Glam, Wales

Bazzi, Rana
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nottingham, Sch Biol, Nottingham NG7 2RD, England Cardiff Univ, Welsh Sch Pharm, Cardiff CF10 3NB, S Glam, Wales

Bell, David R.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nottingham, Sch Biol, Nottingham NG7 2RD, England Cardiff Univ, Welsh Sch Pharm, Cardiff CF10 3NB, S Glam, Wales

Stevens, Malcolm F. G.
论文数: 0 引用数: 0
h-index: 0
机构:
Pharminox Ltd, Nottingham NG1 1GF, England
Univ Nottingham, Sch Pharm, Ctr Biomol Sci, Nottingham NG7 2RD, England Cardiff Univ, Welsh Sch Pharm, Cardiff CF10 3NB, S Glam, Wales

Matthews, Charles S.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nottingham, Sch Pharm, Ctr Biomol Sci, Nottingham NG7 2RD, England Cardiff Univ, Welsh Sch Pharm, Cardiff CF10 3NB, S Glam, Wales

Bradshaw, Tracey D.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Nottingham, Sch Pharm, Ctr Biomol Sci, Nottingham NG7 2RD, England Cardiff Univ, Welsh Sch Pharm, Cardiff CF10 3NB, S Glam, Wales

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 Cardiff Univ, Welsh Sch Pharm, Cardiff CF10 3NB, S Glam, Wales
[3]
New approaches for decarboxylative biaryl coupling
[J].
Baudoin, Olivier
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2007, 46 (09)
:1373-1375

Baudoin, Olivier
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Lyon 1, F-69622 Villeurbanne, France Univ Lyon 1, F-69622 Villeurbanne, France
[4]
Decarboxylative functionalization of cinnamic acids
[J].
Borah, Arun Jyoti
;
Yan, Guobing
.
ORGANIC & BIOMOLECULAR CHEMISTRY,
2015, 13 (30)
:8094-8115

Borah, Arun Jyoti
论文数: 0 引用数: 0
h-index: 0
机构:
Lishui Univ, Dept Chem, Lishui City 323000, Zhejiang, Peoples R China Lishui Univ, Dept Chem, Lishui City 323000, Zhejiang, Peoples R China

Yan, Guobing
论文数: 0 引用数: 0
h-index: 0
机构:
Lishui Univ, Dept Chem, Lishui City 323000, Zhejiang, Peoples R China Lishui Univ, Dept Chem, Lishui City 323000, Zhejiang, Peoples R China
[5]
Novel Cyano- and Amidinobenzothiazole Derivatives: Synthesis, Antitumor Evaluation, and X-ray and Quantitative Structure-Activity Relationship (QSAR) Analysis
[J].
Caleta, Irena
;
Kralj, Marijeta
;
Marjanovic, Marko
;
Bertosa, Branimir
;
Tomic, Sanja
;
Pavlovic, Gordana
;
Pavelic, Kresimir
;
Karminski-Zamola, Grace
.
JOURNAL OF MEDICINAL CHEMISTRY,
2009, 52 (06)
:1744-1756

Caleta, Irena
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Zagreb, Dept Organ Chem, Fac Chem Engn & Technol, HR-10000 Zagreb, Croatia Rudjer Boskovic Inst, Div Mol Med, HR-10000 Zagreb, Croatia

Kralj, Marijeta
论文数: 0 引用数: 0
h-index: 0
机构:
Rudjer Boskovic Inst, Div Mol Med, HR-10000 Zagreb, Croatia Rudjer Boskovic Inst, Div Mol Med, HR-10000 Zagreb, Croatia

Marjanovic, Marko
论文数: 0 引用数: 0
h-index: 0
机构:
Rudjer Boskovic Inst, Div Mol Med, HR-10000 Zagreb, Croatia Rudjer Boskovic Inst, Div Mol Med, HR-10000 Zagreb, Croatia

Bertosa, Branimir
论文数: 0 引用数: 0
h-index: 0
机构:
Rudjer Boskovic Inst, Div Phys Chem, HR-10000 Zagreb, Croatia Rudjer Boskovic Inst, Div Mol Med, HR-10000 Zagreb, Croatia

Tomic, Sanja
论文数: 0 引用数: 0
h-index: 0
机构:
Rudjer Boskovic Inst, Div Phys Chem, HR-10000 Zagreb, Croatia Rudjer Boskovic Inst, Div Mol Med, HR-10000 Zagreb, Croatia

Pavlovic, Gordana
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Zagreb, Fac Text Technol, HR-10000 Zagreb, Croatia Rudjer Boskovic Inst, Div Mol Med, HR-10000 Zagreb, Croatia

Pavelic, Kresimir
论文数: 0 引用数: 0
h-index: 0
机构:
Rudjer Boskovic Inst, Div Mol Med, HR-10000 Zagreb, Croatia Rudjer Boskovic Inst, Div Mol Med, HR-10000 Zagreb, Croatia

Karminski-Zamola, Grace
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Zagreb, Dept Organ Chem, Fac Chem Engn & Technol, HR-10000 Zagreb, Croatia Rudjer Boskovic Inst, Div Mol Med, HR-10000 Zagreb, Croatia
[6]
Oxidation of alkynes using PdCl2/CuCl2 in PEG as a recyclable catalytic system: one-pot synthesis of quinoxalines
[J].
Chandrasekhar, S.
;
Reddy, N. Kesava
;
Kumar, V. Praveen
.
TETRAHEDRON LETTERS,
2010, 51 (28)
:3623-3625

Chandrasekhar, S.
论文数: 0 引用数: 0
h-index: 0
机构:
Indian Inst Chem Technol, Organ Div 1, Hyderabad 500607, Andhra Pradesh, India Indian Inst Chem Technol, Organ Div 1, Hyderabad 500607, Andhra Pradesh, India

Reddy, N. Kesava
论文数: 0 引用数: 0
h-index: 0
机构:
Indian Inst Chem Technol, Organ Div 1, Hyderabad 500607, Andhra Pradesh, India Indian Inst Chem Technol, Organ Div 1, Hyderabad 500607, Andhra Pradesh, India

Kumar, V. Praveen
论文数: 0 引用数: 0
h-index: 0
机构:
Indian Inst Chem Technol, Organ Div 1, Hyderabad 500607, Andhra Pradesh, India Indian Inst Chem Technol, Organ Div 1, Hyderabad 500607, Andhra Pradesh, India
[7]
Copper-Catalyzed Cascade Cycloamination of α-Csp3-H Bond of N-Aryl Ketimines with Azides: Access to Quinoxalines
[J].
Chen, Tengfei
;
Chen, Xun
;
Wei, Jun
;
Lin, Dongen
;
Xie, Ying
;
Zeng, Wei
.
ORGANIC LETTERS,
2016, 18 (09)
:2078-2081

Chen, Tengfei
论文数: 0 引用数: 0
h-index: 0
机构:
S China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510641, Guangdong, Peoples R China S China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510641, Guangdong, Peoples R China

Chen, Xun
论文数: 0 引用数: 0
h-index: 0
机构:
S China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510641, Guangdong, Peoples R China S China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510641, Guangdong, Peoples R China

Wei, Jun
论文数: 0 引用数: 0
h-index: 0
机构:
S China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510641, Guangdong, Peoples R China S China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510641, Guangdong, Peoples R China

Lin, Dongen
论文数: 0 引用数: 0
h-index: 0
机构:
S China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510641, Guangdong, Peoples R China S China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510641, Guangdong, Peoples R China

Xie, Ying
论文数: 0 引用数: 0
h-index: 0
机构:
S China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510641, Guangdong, Peoples R China S China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510641, Guangdong, Peoples R China

Zeng, Wei
论文数: 0 引用数: 0
h-index: 0
机构:
S China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510641, Guangdong, Peoples R China S China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510641, Guangdong, Peoples R China
[8]
A new ruthenium-catalyzed approach for quinoxalines from o-phenylenediamines and vicinal-diols
[J].
Cho, Chan Sik
;
Oh, Sung Gi
.
TETRAHEDRON LETTERS,
2006, 47 (32)
:5633-5636

Cho, Chan Sik
论文数: 0 引用数: 0
h-index: 0
机构:
Kyungpook Natl Univ, Ind Technol Res Inst, Taegu 702701, South Korea Kyungpook Natl Univ, Ind Technol Res Inst, Taegu 702701, South Korea

Oh, Sung Gi
论文数: 0 引用数: 0
h-index: 0
机构: Kyungpook Natl Univ, Ind Technol Res Inst, Taegu 702701, South Korea
[9]
STRUCTURE REVISION OF ANTIBIOTIC ECHINOMYCIN
[J].
DELL, A
;
WILLIAMS, DH
;
MORRIS, HR
;
SMITH, GA
;
FEENEY, J
;
ROBERTS, GCK
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1975, 97 (09)
:2497-2502

DELL, A
论文数: 0 引用数: 0
h-index: 0
机构: NATL INST MED RES, LONDON NW7, ENGLAND

WILLIAMS, DH
论文数: 0 引用数: 0
h-index: 0
机构: NATL INST MED RES, LONDON NW7, ENGLAND

MORRIS, HR
论文数: 0 引用数: 0
h-index: 0
机构: NATL INST MED RES, LONDON NW7, ENGLAND

SMITH, GA
论文数: 0 引用数: 0
h-index: 0
机构: NATL INST MED RES, LONDON NW7, ENGLAND

FEENEY, J
论文数: 0 引用数: 0
h-index: 0
机构: NATL INST MED RES, LONDON NW7, ENGLAND

ROBERTS, GCK
论文数: 0 引用数: 0
h-index: 0
机构: NATL INST MED RES, LONDON NW7, ENGLAND
[10]
A novel and practical synthesis of 2-benzoylbenzothiazoles and 2-benzylbenzothiazoles
[J].
Fan, Xuesen
;
He, Yan
;
Wang, Yangyang
;
Xue, Zaikun
;
Zhang, Xinying
;
Wang, Jianji
.
TETRAHEDRON LETTERS,
2011, 52 (08)
:899-902

Fan, Xuesen
论文数: 0 引用数: 0
h-index: 0
机构:
Henan Normal Univ, Sch Chem & Environm Sci, Key Lab Green Chem Media & React, Minist Educ,Henan Key Lab Environm Pollut Control, Xinxiang 453007, Henan, Peoples R China Henan Normal Univ, Sch Chem & Environm Sci, Key Lab Green Chem Media & React, Minist Educ,Henan Key Lab Environm Pollut Control, Xinxiang 453007, Henan, Peoples R China

He, Yan
论文数: 0 引用数: 0
h-index: 0
机构:
Henan Normal Univ, Sch Chem & Environm Sci, Key Lab Green Chem Media & React, Minist Educ,Henan Key Lab Environm Pollut Control, Xinxiang 453007, Henan, Peoples R China Henan Normal Univ, Sch Chem & Environm Sci, Key Lab Green Chem Media & React, Minist Educ,Henan Key Lab Environm Pollut Control, Xinxiang 453007, Henan, Peoples R China

Wang, Yangyang
论文数: 0 引用数: 0
h-index: 0
机构:
Henan Normal Univ, Sch Chem & Environm Sci, Key Lab Green Chem Media & React, Minist Educ,Henan Key Lab Environm Pollut Control, Xinxiang 453007, Henan, Peoples R China Henan Normal Univ, Sch Chem & Environm Sci, Key Lab Green Chem Media & React, Minist Educ,Henan Key Lab Environm Pollut Control, Xinxiang 453007, Henan, Peoples R China

Xue, Zaikun
论文数: 0 引用数: 0
h-index: 0
机构:
Henan Normal Univ, Sch Chem & Environm Sci, Key Lab Green Chem Media & React, Minist Educ,Henan Key Lab Environm Pollut Control, Xinxiang 453007, Henan, Peoples R China Henan Normal Univ, Sch Chem & Environm Sci, Key Lab Green Chem Media & React, Minist Educ,Henan Key Lab Environm Pollut Control, Xinxiang 453007, Henan, Peoples R China

Zhang, Xinying
论文数: 0 引用数: 0
h-index: 0
机构:
Henan Normal Univ, Sch Chem & Environm Sci, Key Lab Green Chem Media & React, Minist Educ,Henan Key Lab Environm Pollut Control, Xinxiang 453007, Henan, Peoples R China Henan Normal Univ, Sch Chem & Environm Sci, Key Lab Green Chem Media & React, Minist Educ,Henan Key Lab Environm Pollut Control, Xinxiang 453007, Henan, Peoples R China

Wang, Jianji
论文数: 0 引用数: 0
h-index: 0
机构:
Henan Normal Univ, Sch Chem & Environm Sci, Key Lab Green Chem Media & React, Minist Educ,Henan Key Lab Environm Pollut Control, Xinxiang 453007, Henan, Peoples R China Henan Normal Univ, Sch Chem & Environm Sci, Key Lab Green Chem Media & React, Minist Educ,Henan Key Lab Environm Pollut Control, Xinxiang 453007, Henan, Peoples R China