Cyclization of sulfoxonium ylides with 2-aminopyridines towards imidazo [1,2-a]pyridines
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作者:
Luu, Vu H.
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Ho Chi Minh City Univ Technol HCMUT, VNU HCM Key Lab Struct Adv Mat, 268 Ly Thuong Kiet,Dist 10, Ho Chi Minh City, Vietnam
Vietnam Natl Univ Ho Chi Minh City, Ho Chi Minh City, VietnamHo Chi Minh City Univ Technol HCMUT, VNU HCM Key Lab Struct Adv Mat, 268 Ly Thuong Kiet,Dist 10, Ho Chi Minh City, Vietnam
Luu, Vu H.
[1
,2
]
Trinh, Hoang V. M.
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Ho Chi Minh City Univ Technol HCMUT, VNU HCM Key Lab Struct Adv Mat, 268 Ly Thuong Kiet,Dist 10, Ho Chi Minh City, Vietnam
Vietnam Natl Univ Ho Chi Minh City, Ho Chi Minh City, VietnamHo Chi Minh City Univ Technol HCMUT, VNU HCM Key Lab Struct Adv Mat, 268 Ly Thuong Kiet,Dist 10, Ho Chi Minh City, Vietnam
Trinh, Hoang V. M.
[1
,2
]
Tran, Dat H.
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Ho Chi Minh City Univ Technol HCMUT, VNU HCM Key Lab Struct Adv Mat, 268 Ly Thuong Kiet,Dist 10, Ho Chi Minh City, Vietnam
Vietnam Natl Univ Ho Chi Minh City, Ho Chi Minh City, VietnamHo Chi Minh City Univ Technol HCMUT, VNU HCM Key Lab Struct Adv Mat, 268 Ly Thuong Kiet,Dist 10, Ho Chi Minh City, Vietnam
Tran, Dat H.
[1
,2
]
Le, Tuong Q.
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Ho Chi Minh City Univ Technol HCMUT, VNU HCM Key Lab Struct Adv Mat, 268 Ly Thuong Kiet,Dist 10, Ho Chi Minh City, Vietnam
Vietnam Natl Univ Ho Chi Minh City, Ho Chi Minh City, VietnamHo Chi Minh City Univ Technol HCMUT, VNU HCM Key Lab Struct Adv Mat, 268 Ly Thuong Kiet,Dist 10, Ho Chi Minh City, Vietnam
Le, Tuong Q.
[1
,2
]
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机构:
Nguyen, Tung T.
[1
,2
]
机构:
[1] Ho Chi Minh City Univ Technol HCMUT, VNU HCM Key Lab Struct Adv Mat, 268 Ly Thuong Kiet,Dist 10, Ho Chi Minh City, Vietnam
[2] Vietnam Natl Univ Ho Chi Minh City, Ho Chi Minh City, Vietnam
Sulfoxonium ylides;
Imidazo[1;
a ]pyridines;
Lewis acid catalyst;
C-H AMINATION;
CATALYST;
FACILE;
D O I:
10.1016/j.tetlet.2024.155438
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
A method for cyclization of 2-aminopyridines and sulfoxonium ylides is developed. The approach would avoid the requirement of pre-functionalized, Ortoleva-King typed alpha-haloketones for such cyclization. The annulation was facilitated in the presence of nickel(II) bromide, presumably as the Lewis acid catalyst. An array of functionalities including secondary amine, nitro, and halogen groups were tolerated. Two examples of alkyl sulfoxonium ylides were also presented. Our method feature a new approach to afford synthetically useful C 2substituted imidazo[1,2-a]pyridines from derivatives of benzoic acids.
机构:
Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, IndiaIndian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India
Yadav, J. S.
Reddy, B. V. Subba
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Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, IndiaIndian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India
Reddy, B. V. Subba
Rao, Y. Gopal
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Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, IndiaIndian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India
Rao, Y. Gopal
Srinivas, M.
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Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, IndiaIndian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India
Srinivas, M.
Narsaiah, A. V.
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Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, IndiaIndian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India
机构:
Indian Inst Chem Technol, CSIR, Med Chem & Biotechnol, Hyderabad 500007, Andhra Pradesh, IndiaIndian Inst Chem Technol, CSIR, Med Chem & Biotechnol, Hyderabad 500007, Andhra Pradesh, India
Adiyala, Praveen Reddy
Sastry, Kasinathuni Naga Visweswara
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Indian Inst Chem Technol, CSIR, Med Chem & Biotechnol, Hyderabad 500007, Andhra Pradesh, India
NIPER, Dept Med Chem, Hyderabad 500037, Andhra Pradesh, IndiaIndian Inst Chem Technol, CSIR, Med Chem & Biotechnol, Hyderabad 500007, Andhra Pradesh, India
Sastry, Kasinathuni Naga Visweswara
Kovvuri, Jeshma
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Indian Inst Chem Technol, CSIR, Med Chem & Biotechnol, Hyderabad 500007, Andhra Pradesh, IndiaIndian Inst Chem Technol, CSIR, Med Chem & Biotechnol, Hyderabad 500007, Andhra Pradesh, India
Kovvuri, Jeshma
Nagarajan, Apoorva
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Indian Inst Chem Technol, CSIR, Med Chem & Biotechnol, Hyderabad 500007, Andhra Pradesh, IndiaIndian Inst Chem Technol, CSIR, Med Chem & Biotechnol, Hyderabad 500007, Andhra Pradesh, India
Nagarajan, Apoorva
Reddy, Velma Ganga
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Indian Inst Chem Technol, CSIR, Med Chem & Biotechnol, Hyderabad 500007, Andhra Pradesh, IndiaIndian Inst Chem Technol, CSIR, Med Chem & Biotechnol, Hyderabad 500007, Andhra Pradesh, India
Reddy, Velma Ganga
Bin Sayeed, Ibrahim
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Indian Inst Chem Technol, CSIR, Med Chem & Biotechnol, Hyderabad 500007, Andhra Pradesh, IndiaIndian Inst Chem Technol, CSIR, Med Chem & Biotechnol, Hyderabad 500007, Andhra Pradesh, India
Bin Sayeed, Ibrahim
Nayak, Vedinthe Lakshma
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Indian Inst Chem Technol, CSIR, Med Chem & Biotechnol, Hyderabad 500007, Andhra Pradesh, IndiaIndian Inst Chem Technol, CSIR, Med Chem & Biotechnol, Hyderabad 500007, Andhra Pradesh, India
Nayak, Vedinthe Lakshma
Maurya, Ram Awatar
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North East Inst Sci & Technol, CSIR, Chem Sci & Technol Div, Appl Organ Chem Grp, Jorhat 785006, Assam, IndiaIndian Inst Chem Technol, CSIR, Med Chem & Biotechnol, Hyderabad 500007, Andhra Pradesh, India
Maurya, Ram Awatar
Kamal, Ahmed
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Indian Inst Chem Technol, CSIR, Med Chem & Biotechnol, Hyderabad 500007, Andhra Pradesh, India
NIPER, Dept Med Chem, Hyderabad 500037, Andhra Pradesh, India
King Saud Univ, Coll Sci, Dept Chem, Catalyt Chem Res Chair, Riyadh 11451, Saudi ArabiaIndian Inst Chem Technol, CSIR, Med Chem & Biotechnol, Hyderabad 500007, Andhra Pradesh, India
机构:
Jiangsu Normal Univ, Sch Chem & Mat Sci, Xuzhou 221116, Jiangsu, Peoples R ChinaJiangsu Normal Univ, Sch Chem & Mat Sci, Xuzhou 221116, Jiangsu, Peoples R China
Liu, Yun
Zhang, Yuxuan
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Jiangsu Normal Univ, Sch Chem & Mat Sci, Xuzhou 221116, Jiangsu, Peoples R ChinaJiangsu Normal Univ, Sch Chem & Mat Sci, Xuzhou 221116, Jiangsu, Peoples R China
Zhang, Yuxuan
Sun, Jinwei
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Nanjing Univ Informat Sci & Technol, Jiangsu Key Lab Atmospher Environm Monitoring & P, Jiangsu Collaborat Innovat Ctr Atmospher Environm, Nanjing 210044, Jiangsu, Peoples R ChinaJiangsu Normal Univ, Sch Chem & Mat Sci, Xuzhou 221116, Jiangsu, Peoples R China