Efficient synthesis and preliminary biological evaluations of trifluoromethylated imidazo[1,2-a]pyrimidines and benzimidazo[1,2-a]pyrimidines

Badr Jismy; Mohamed Akssira; Damijan Knez; Gérald Guillaumet; Stanislav Gobec; Mohamed Abarbri

doi:10.1039/c9nj01982k

Efficient synthesis and preliminary biological evaluations of trifluoromethylated imidazo[1,2-a]pyrimidines and benzimidazo[1,2-a]pyrimidines

New Journal of Chemistry ◽

10.1039/c9nj01982k ◽

2019 ◽

Vol 43 (25) ◽

pp. 9961-9968

Author(s):

Badr Jismy ◽

Mohamed Akssira ◽

Damijan Knez ◽

Gérald Guillaumet ◽

Stanislav Gobec ◽

...

Keyword(s):

Intramolecular Cyclization ◽

Michael Addition ◽

Bond Activation ◽

Cyclization Reaction ◽

Efficient Synthesis ◽

Imidazole Derivatives ◽

Amino Imidazole

Fluoromethylated imidazo[1,2-a]pyrimidines and benzimidazo[1,2-a]pyrimidines were synthesized through Michael addition/intramolecular cyclization reaction by condensation of 2-amino imidazole derivatives with ethyl 4,4,4-trifluorobut-2-ynate and using C–O bond activation.

Download Full-text

ChemInform Abstract: Efficient Synthesis of 2,8-Diazabicyclo(4.3.0)nonane Derivatives via Intramolecular Cyclization Reaction.

ChemInform ◽

10.1002/chin.199607172 ◽

2010 ◽

Vol 27 (7) ◽

pp. no-no

Author(s):

J. W. LEE ◽

H. J. SON ◽

J. H. LEE ◽

Y. E. JUNG ◽

G. J. YOON ◽

...

Keyword(s):

Intramolecular Cyclization ◽

Cyclization Reaction ◽

Efficient Synthesis

Download Full-text

Hypervalent Iodine(III)-induced Intramolecular Cyclization Reaction of Substituted Phenol Ethers with an Alkyl Azido Side-chain: A Novel and Efficient Synthesis of Quinone Imine Derivatives.

Chemical and Pharmaceutical Bulletin ◽

10.1248/cpb.47.241 ◽

1999 ◽

Vol 47 (2) ◽

pp. 241-245 ◽

Cited By ~ 19

Author(s):

Yasuyuki KITA ◽

Masahiro EGI ◽

Makoto OHTSUBO ◽

Toyokazu SAIKI ◽

Akiko OKAJIMA ◽

...

Keyword(s):

Intramolecular Cyclization ◽

Quinone Imine ◽

Cyclization Reaction ◽

Side Chain ◽

Hypervalent Iodine ◽

Efficient Synthesis

Download Full-text

An Efficient Synthesis of 2,8-Diazabicyclo[4.3.0]-nonane Derivatives via Intramolecular Cyclization Reaction

Synthetic Communications ◽

10.1080/00397919508011448 ◽

1995 ◽

Vol 25 (23) ◽

pp. 3741-3746 ◽

Cited By ~ 1

Author(s):

Jae Wook Lee ◽

Ho Jung Son ◽

Jae Ho Lee ◽

Yeon Eui Jung ◽

Geal Jung Yoon ◽

...

Keyword(s):

Intramolecular Cyclization ◽

Cyclization Reaction ◽

Efficient Synthesis

Download Full-text

Synthesis of functionalized 2-aryl-4-(indol-3-yl)-4H-chromenes via iodine-catalyzed domino Michael addition–intramolecular cyclization reaction

Organic & Biomolecular Chemistry ◽

10.1039/c2ob26642c ◽

2012 ◽

Vol 10 (44) ◽

pp. 8877 ◽

Cited By ~ 41

Author(s):

Guodong Yin ◽

Ling Fan ◽

Tianbing Ren ◽

Chunyang Zheng ◽

Qing Tao ◽

...

Keyword(s):

Intramolecular Cyclization ◽

Michael Addition ◽

Cyclization Reaction

Download Full-text

ChemInform Abstract: Ethyl-2-(2-chloroethyl)acrylate: A New Very Versatile α-Cyclopropylester Cation Synthon. Efficient Synthesis of Cyclopropane Ester Derivatives by Michael Addition-Induced Cyclization Reaction.

ChemInform ◽

10.1002/chin.201139040 ◽

2011 ◽

Vol 42 (39) ◽

pp. no-no

Author(s):

Mathilde Lachia ◽

Sebastien Iriart ◽

Myriam Baalouch ◽

Alain De Mesmaeker ◽

Renaud Beaudegnies

Keyword(s):

Michael Addition ◽

Cyclization Reaction ◽

Efficient Synthesis

Download Full-text

ChemInform Abstract: Synthesis of Functionalized 2-Aryl-4-(indol-3-yl)-4H-chromenes via Iodine-Catalyzed Domino Michael Addition-Intramolecular Cyclization Reaction.

ChemInform ◽

10.1002/chin.201317136 ◽

2013 ◽

Vol 44 (17) ◽

pp. no-no

Author(s):

Guodong Yin ◽

Ling Fan ◽

Tianbing Ren ◽

Chunyang Zheng ◽

Qing Tao ◽

...

Keyword(s):

Intramolecular Cyclization ◽

Michael Addition ◽

Cyclization Reaction

Download Full-text

Ethyl-2-(2-chloroethyl)acrylate: a new very versatile α-cyclopropylester cation synthon. Efficient synthesis of cyclopropane ester derivatives by Michael addition-induced cyclization reaction

Tetrahedron Letters ◽

10.1016/j.tetlet.2011.04.046 ◽

2011 ◽

Vol 52 (25) ◽

pp. 3219-3222 ◽

Cited By ~ 8

Author(s):

Mathilde Lachia ◽

Sébastien Iriart ◽

Myriam Baalouch ◽

Alain De Mesmaeker ◽

Renaud Beaudegnies

Keyword(s):

Michael Addition ◽

Cyclization Reaction ◽

Efficient Synthesis

Download Full-text

ChemInform Abstract: Synthesis of Multisubstituted 2-Aminopyrroles/Pyridines via Chemoselective Michael Addition/Intramolecular Cyclization Reaction.

ChemInform ◽

10.1002/chin.201507214 ◽

2015 ◽

Vol 46 (7) ◽

pp. no-no

Author(s):

Xueyu Qi ◽

Haoyue Xiang ◽

Qian He ◽

Chunhao Yang

Keyword(s):

Intramolecular Cyclization ◽

Michael Addition ◽

Cyclization Reaction

Download Full-text

Construction of Functionalized (Dihydro)thieno[2,3-c]chromene Derivatives via a Domino Michael Addition/Intramolecular Cyclization Reaction

Synthesis ◽

10.1055/s-0036-1591758 ◽

2018 ◽

Vol 50 (08) ◽

pp. 1667-1674

Author(s):

Jian-Wu Xie ◽

Li-Si-Han Yu ◽

Jian-Lian Dong ◽

Zhi-Jian Gao ◽

Jing Wang

Keyword(s):

Intramolecular Cyclization ◽

Michael Addition ◽

Lewis Base ◽

Cyclization Reaction ◽

One Pot ◽

One Pot Synthesis

A one-pot synthesis of substituted (dihydro)thieno[2,3-c]chromene derivatives was developed through a Lewis base catalyzed domino Michael addition/intramolecular cyclization reaction between 3-nitro-2H-chromenes and thioamides. The desired (dihydro)thieno[2,3-c]chromene derivatives were prepared with a large substrate scope (22 examples) and excellent diastereoselectivity in moderate to excellent yields.

Download Full-text

Synthesis of Multisubstituted 2-Aminopyrroles/pyridines via Chemoselective Michael Addition/Intramolecular Cyclization Reaction

Organic Letters ◽

10.1021/ol5018855 ◽

2014 ◽

Vol 16 (16) ◽

pp. 4186-4189 ◽

Cited By ~ 26

Author(s):

Xueyu Qi ◽

Haoyue Xiang ◽

Qian He ◽

Chunhao Yang

Keyword(s):

Intramolecular Cyclization ◽

Michael Addition ◽

Cyclization Reaction

Download Full-text