UV Light-mediated regioselective methylsulfanyl discrimination via Pd-catalyzed cross-coupling reactions of 2,4-dimethylsulfanylpyrido[2,3-d]pyrimidines
作者： Yassine Riadi
DOI: 10.1080/17415993.2019.1590581
关键词:
摘要: ABSTRACTAn effective and novel photochemical method for the preparation of 2,4-disubstituted pyrido[2,3-d]pyrimidines is reported from 2,4-dimethylsulfanyl-pyrido[2,3-d]pyrimidines through a Liebeskind-Sroglcoupling reaction involving an original selective methyl sulfanyl discrimination using UV light as source energy. Our strategies involve two-step one-pot approach with times 11-18 h yields ranging between 72 94%. The two are compared.
sci-hub.se 参考文章(43)
Hoda H Fahmy, Eman S Zarea, Wafaa El-Eraky, Zienab M Nofal, Synthesis of new pyrimidine derivatives with evaluation of their anti-inflammatory and analgesic activities. Acta Poloniae Pharmaceutica. ,vol. 68, pp. 507- ,(2011)
Martin Klečka, Lenka Slavětínská, Blanka Klepetářová, Michal Hocek, Matouš Krömer, Chemoselective Synthesis of 4,5-Diarylpyrrolo[2,3-d]pyrimidines (6,7-Diaryl-7-deazapurines) by Consecutive Suzuki and Liebeskind-Srogl Cross-Couplings European Journal of Organic Chemistry. ,vol. 2014, pp. 7203- 7210 ,(2014) , 10.1002/EJOC.201402882
Antonio Monge, Victor Martinez-Merino, Carmen Sanmartin, Francisco J Fernandez, Maria C Ochoa, Carlos Bellver, Pedro Artigas, Eldiberto Fernandez-Alvarez, 2-Arylamino-4-oxo-3,4-dihydropyrido[2,3-d]pyrimidines: synthesis and diuretic activity European Journal of Medicinal Chemistry. ,vol. 24, pp. 209- 216 ,(1989) , 10.1016/0223-5234(89)90001-9
Anu Agarwal, Ramesh, Ashutosh, Neena Goyal, Prem M.S. Chauhan, Suman Gupta, Dihydropyrido[2,3-d]pyrimidines as a new class of antileishmanial agents. Bioorganic & Medicinal Chemistry. ,vol. 13, pp. 6678- 6684 ,(2005) , 10.1016/J.BMC.2005.07.043
Ghilsoo Nam, Cheol Min Yoon, Euikyung Kim, Chung K Rhee, Joong Hyup Kim, Jung Hyu Shin, Sung Hoon Kim, Syntheses and evaluation of pyrido[2,3-d]pyrimidine-2,4-diones as PDE 4 inhibitors Bioorganic & Medicinal Chemistry Letters. ,vol. 11, pp. 611- 614 ,(2001) , 10.1016/S0960-894X(00)00681-8
Lorna J. Mitchell, William Lewis, Christopher J. Moody, Solar photochemistry: optimisation of the photo Friedel–Crafts acylation of naphthoquinones Green Chemistry. ,vol. 15, pp. 2830- 2842 ,(2013) , 10.1039/C3GC41477A
Kevin K.C. Liu, Xiaojun Huang, Shubha Bagrodia, Jeffrey H. Chen, Samantha Greasley, Hengmiao Cheng, Shaoxian Sun, Dan Knighton, Caroline Rodgers, Kristina Rafidi, Aihua Zou, Jiezhan Xiao, Shengyong Yan, Quinazolines with intra-molecular hydrogen bonding scaffold (iMHBS) as PI3K/mTOR dual inhibitors. Bioorganic & Medicinal Chemistry Letters. ,vol. 21, pp. 1270- 1274 ,(2011) , 10.1016/J.BMCL.2010.12.026
María Font, Álvaro González, Juan Antonio Palop, Carmen Sanmartín, New insights into the structural requirements for pro-apoptotic agents based on 2,4-diaminoquinazoline, 2,4-diaminopyrido[2,3-d]pyrimidine and 2,4-diaminopyrimidine derivatives. European Journal of Medicinal Chemistry. ,vol. 46, pp. 3887- 3899 ,(2011) , 10.1016/J.EJMECH.2011.05.060
Stephen Michael Rajesh, Raju Suresh Kumar, Lawzer Arun Libertsen, Subbu Perumal, Perumal Yogeeswari, Dharmarajan Sriram, A green expedient synthesis of pyridopyrimidine-2-thiones and their antitubercular activity Bioorganic & Medicinal Chemistry Letters. ,vol. 21, pp. 3012- 3016 ,(2011) , 10.1016/J.BMCL.2011.03.045
Lanny S. Liebeskind, Jiri Srogl, Heteroaromatic Thioether−Boronic Acid Cross-Coupling under Neutral Reaction Conditions Organic Letters. ,vol. 4, pp. 979- 981 ,(2002) , 10.1021/OL0200091