Study of the detritylation process in the presence of acid photogenerators based on benzo[b]thiophene-2-carboxanilides
L.G Samsonova1,2, N.V. Izmailova1,2, E.R. Ragimov1, R.M. Gadirov1
1Tomsk State University of Control Systems and Radioelectronics, Tomsk, Russia
2Tomsk State University, Tomsk, Russia
Email: nataliagoleinova@mail.ru
New Photo-Acid Generator (PAG) based on substituted benzo[b]thiophene-2-carboxanilides were studied for their ability to remove the dimethoxytretyl group in the detritylation reaction of dT nucleoside in a dichloromethane solution upon excitation by the 3rd harmonic of an Nd-YAG laser. Keywords: acid photogenerators, 6π-electrocyclization, benzo[b]thiophene-2-carboxanilides, laser photolysis, detritylation.
- M. Shirai, M. Tsunooka. Prog. Polym. Sci., 21, 1--45 (1996)
- C.J. Martin, G. Rapenne, T. Nakashima, T. Kawai. J. Photochem. Photobiol. C, 34, 41 (2018). DOI: 10.1016/j.jphotochemrev.2018.01.003
- N.A Kuznetsova, G.V. Malkov, B.G. Gribov. Russ. Chem. Rev., 89 (2), 173 (2020). DOI: 10.1070/RCR4899
- T. Sun, L. Kang, H. Zhao, Yu. Zhao, Yi. Gu. Adv. Sci., 11, 2302875 (2024). DOI: 10.1002/advs.202302875
- M. Sarker, T. Shahrin, M.G. Steinmetz. Organic. Lett., 13 (5), 872 (2011). DOI: 10.1021/ol102932y
- T. Nakashima, K. Tsuchie, R. Kanazawa, R. Li, S. Iijima, O. Galangau, H. Nakagawa, K. Mutoh, Y. Kobayashi, J. Abe, T. Kawai. J. Am. Chem. Soc., 137, 7023 (2015). DOI: 10.1021/jacs.5b02826
- R. Li, T. Nakashima, R. Kanazawa, O. Galangau, T. Kawai. Chem. Eur. J., 22, 16250 (2016). DOI: 10.1002/chem.201603768
- R. Li, T. Nakashima, T. Kawai. Chem. Commun., 53, 4339 (2017). DOI: 10.1039/c7cc01635b
- L.G. Samsonova, N.V. Izmailova, R.M. Gadirov, R.A. Irgashev, N.A. Kazin, Yu.A. Kvashnin, A.S. Steparuk, G.L. Rusinov, E.V. Verbitskiy. Mendeleev Commun., 36, 1 (2026). DOI: 10.71267/mencom.7828
- P.J. Serafinowski, P.B. Garland. J. Am. Chem. Soc., 125, 962 (2003). DOI: 10.1021/ja017635y
- P.J. Serafinowski, P.B. Garland. Org. Biomol. Chem., 6, 3284 (2008). DOI: 10.1039/b806902f
- X. Gao, E. LeProust, H. Zhang, O. Srivannavit, E. Gulari, P. Yu, C. Nishiguchi, Q. Xiang, X. Zhou. Nucleic Acids Research, 29 (22), 4744 (2001)
- V.V. Shelkovnikov, V.A. Loskutov, E.V. Vasil'ev et al. Russ. Chem. Bull., 60, 561--569 (2011). DOI: 10.1007/s11172-011-0087-x
- A.N. Sinyakov, E.V. Kostina, D.E. Zaytsev, N.V. Chukanov, G.N. Kamaev, V.P. Bessmeltsev, V.V. Shelkovnikov, E.V. Vasil'ev. J. Saudi Chem. Soc., 27, 101709 (2023). DOI: 10.1016/j.jscs.2023.101709