Metal-Free Synthesis of Benzimidazoles via Oxidative Cyclization of D-Glucose with o-Phenylenediamines in Water
Dineshkumar Raja, Abigail Philips, Pushbaraj Palani, Wei-Yu Lin, Sundaramurthy Devikala* and Gopal Chandru Senadi*
*Department of Chemistry, SRM Institute of Science and Technology, SRM Nagar, Chengalpattu District, Kattankulathur, Tamil Nadu 603203, India,
Email: devikals
srmist.edu.in, chandrugsrmist.edu.in
D. Raja, A. Philips, P. Palani, W.-Y. Lin, S. Devikala, G. C. Senadi, J. Org. Chem., 2020, 85, 11531-11540.
DOI: 10.1021/acs.joc.0c01053
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Abstract
D-Glucose can be used as an efficient C1 synthon in the synthesis of benzimidazoles from o-phenylenediamines via an oxidative cyclization strategy. This method offers broad functional group tolerance, a biorenewable methine source, excellent reaction yields, a short reaction time, and water as an environmentally benign solvent.
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proposed mechanism
Key Words
benzimidazoles, green chemistry, TBHP
ID: J42-Y2020
