Synthesis of trimethylsilanes using solid silylzinc reagent Anirban Ganguly, Revathi Chandrashekaran, Dr. Ramesh Rasappan Indian Institute of Science Education and Research, India
Organosilanes have been widely used in various organic transformations over the years 1 . Synthesis of organosilanesprimarily needs the use of hydrosilanes 2 , disilanes 3 , silaboranes 4 or organometallic reagents 5 . Applying the same methodologies for synthesis of trimethyl silanes leads to many challenges such as trimethylhydrosilane is a gaseous and pyrophoric reagent and difficult to incorporate in reaction, activation of trimethyldisilanes needs high temperature and harsh conditions. To overcome those challenges, our group has synthesized a solid silylzinc reagent 6 which could be efficiently applied for the silylation of aryl and primary alkyl bromides under ambient temperature and mild reaction conditions. The methodology was used for the synthesis of various organotrimethylsilanes from aryl and primary alkyl bromides. The methodology was compatible with free alcohol, free amine and showed wide functional group tolerance. Silylation of API derivatives (probenecid, gemfibrozil, Ibuprofen) were synthesized using this methodology. References 1. Bӓhr, W. Xue and M. Oestreich, ACS Catal., 2019, 9, 16. Maruta, K. Suzuki, S. Watanabe and Y. Masuda, J. Org. Chem.1997, 62, 24. Tobisu, Y. Kita, Y. Ano and N. Chatani, J. Am. Chem. Soc.2008, 130, 47. 2. J. Feng, W. Mao, L. Zhang and M.Oestreich, Chem. Soc. Rev., 2021, 50. 3. K. Chu, Y. Liang and G.C. Fu, J. Am. Chem. Soc.2016, 138, 20. Chadrashekaran, F.T. P likkottil, K.S. Suresh and R. Rasappan, Chem. Sci., 2021,12
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