Arylglycine-derivative synthesis via oxidative sp³ C–H functionalization of α-amino esters

Scholarly Works

• Boruah, A.; Deb, M. L.; Thakuria, R.; Baruah, P. K. L-Proline catalyzed multi-component synthesis of N-pyridyl-tetrahydroisoquinolines and their α-C(sp3)-H oxygenation. Organic & biomolecular chemistry 2024, 22, 8608–8616. doi:10.1039/d4ob01343c
• Narula, D.; Bari, S. S.; Singh, G.; Sharma, R.; Garg, A.; Bhalla, A. Serendipitous discovery of a regioselective synthesis of novel benzoyloxy substituted phenyl/benzyl-sulfanyl/selenylbisesters, 3-benzoyloxy-3-(phenylsulfanyl)-β-lactams and their antimicrobial evaluation. Journal of Sulfur Chemistry 2023, 44, 712–732. doi:10.1080/17415993.2023.2233652
• Phillips, A. M. F.; Pombeiro, A. J. doi:10.1002/9783527834242.chf0179
• Deb, M. L.; Saikia, B. S.; Borpatra, P. J.; Baruah, P. K. Progress of Metal‐Free Visible‐Light‐Driven α‐C−H Functionalization of Tertiary Amines: A Decade Journey. Asian Journal of Organic Chemistry 2022, 11. doi:10.1002/ajoc.202100706
• Liang, J.; Fu, Y.; Bao, X.; Ou, L.; Sang, T.; Yuan, Y.; Huo, C. Cyanation of glycine derivatives. Chemical communications (Cambridge, England) 2021, 57, 3014–3017. doi:10.1039/d0cc08126d
• Wang, H.; Ying, P.; Yu, J.; Su, W. Alternative Strategies Enabling Cross-Dehydrogenative Coupling: Access to C—C Bonds. Chinese Journal of Organic Chemistry 2021, 1897. doi:10.6023/cjoc202009053
• Inada, H.; Shibuya, M.; Yamamoto, Y. Synthesis of Unprotected 2-Arylglycines by Transamination of Arylglyoxylic Acids with 2-(2-Chlorophenyl)glycine. The Journal of organic chemistry 2020, 85, 11047–11059. doi:10.1021/acs.joc.0c01302
• He, X.; Wu, Y.; Zhou, T.; Zuo, Y.; Xie, M.; Li, R.; Duan, J.; Shang, Y. Rh-catalyzed C–N coupling of N-sulfonyl-1,2,3-trizales with secondary amines for regioselective synthesis of phenylvinyl-1,2-diamines. Synthetic Communications 2020, 50, 2685–2697. doi:10.1080/00397911.2020.1781185
• Markus, J.; Ferko, B.; Berkeš, D.; Moncol, J.; Lawson, A. M.; Othman, M.; Daïch, A. Indolylglycines Backbones in the Synthesis of Enantiopure 3,3-Spiroindolenines, Indolyl Tetracyclic Hemiaminals, and 3-Indolyl-maleimides Frameworks. European Journal of Organic Chemistry 2019, 2019, 5662–5677. doi:10.1002/ejoc.201900814
• Ramana, D. V.; Kumar, K. S.; Srujana, E.; Chandrasekharam, M. Copper‐Catalyzed Double Friedel‐Crafts Alkylation of Tetrahydroquinolines Under Aqueous Conditions: Efficient Synthesis of gem‐Diarylacetic Esters. European Journal of Organic Chemistry 2019, 2019, 742–745. doi:10.1002/ejoc.201801369
• Okamura, I.; Park, S.; Han, J. H.; Notsu, S.; Sugiyama, H. A Combination of Visible-light Photoredox and Metal Catalysis for the Mannich-type Reaction of N-Aryl Glycine Esters. Chemistry Letters 2017, 46, 1597–1600. doi:10.1246/cl.170706
• Yu, X.; Yang, S.; Zhang, Y.; Mingju, G.; Yamamoto, Y.; Bao, M. Intermolecular Amidation of Quinoline N-Oxides with Arylsulfonamides under Metal-Free Conditions. Organic letters 2017, 19, 6088–6091. doi:10.1021/acs.orglett.7b02922
• Ramana, D. V.; Chowhan, L. R.; Chandrasekharam, M. Copper (I) Catalyzed Sp3 C‐H Arylation of N‐Arylglycine Ester Derivatives under Aerobic Conditions. ChemistrySelect 2017, 2, 2241–2244. doi:10.1002/slct.201700330
• Deb, M. L.; Pegu, C. D.; Borpatra, P. J.; Saikia, P. J.; Baruah, P. K. Catalyst-free multi-component cascade C–H-functionalization in water using molecular oxygen: an approach to 1,3-oxazines. Green Chemistry 2017, 19, 4036–4042. doi:10.1039/c7gc01494e
• Huo, C.; Xie, H.; Yang, C.; Dong, J.; Wang, Y. Stable radical cation salt initiated N–H insertion and related proton-transfer-delay three-component reaction. Tetrahedron Letters 2016, 57, 2179–2182. doi:10.1016/j.tetlet.2016.04.012
• Salman, M.; Zhu, Z.-Q.; Huang, Z.-Z. Dehydrogenative Cross-Coupling Reaction between N-Aryl α-Amino Acid Esters and Phenols or Phenol Derivative for Synthesis of α-Aryl α-Amino Acid Esters. Organic letters 2016, 18, 1526–1529. doi:10.1021/acs.orglett.6b00162
• Sarkar, R.; Mukhopadhyay, C. Cross-dehydrogenative regioselective Csp3–Csp2 coupling of enamino-ketones followed by rearrangement: an amazing formation route to acridine-1,8-dione derivatives. Organic & biomolecular chemistry 2016, 14, 2706–2715. doi:10.1039/c5ob02655e
• Huo, C.; Yuan, Y.; Chen, F.; Tang, J.; Wang, Y. Copper-Catalyzed Aerobic Oxidative Dehydrogenative Formal [2 + 3] Cyclization of Glycine Esters with α-Angelicalactone: Approach To Construct Polysubstituted Pyrrolidones. Organic letters 2015, 17, 4208–4211. doi:10.1021/acs.orglett.5b01985
• Schneider, A. E.; Beisel, T.; Shemet, A.; Manolikakes, G. Bi(OTf)3-catalyzed three-component synthesis of α-amino acid derivatives. Organic & biomolecular chemistry 2014, 12, 2356–2359. doi:10.1039/c4ob00265b

Explore citations to this article at