Novel synthesis of benzotriazolyl alkyl esters: an unprecedented CH2 insertion

Mohamed Elagawany; Lingaiah Maram; Bahaa Elgendy

doi:10.1039/d0ra10413b

Novel synthesis of benzotriazolyl alkyl esters: an unprecedented CH₂ insertion

RSC Adv. 2021 Feb 17;11(13):7564-7569. doi: 10.1039/d0ra10413b. eCollection 2021 Feb 10.

Authors

Mohamed Elagawany^{1

2

3}, Lingaiah Maram^{1

2}, Bahaa Elgendy^{1

2

4}

Affiliations

¹ Department of Pharmaceutical and Administrative Sciences, University of Health Sciences and Pharmacy St. Louis MO 63110 USA [email protected].
² Center for Clinical Pharmacology, Washington University School of Medicine, St. Louis College of Pharmacy St. Louis MO 63110 USA.
³ Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Damanhour University Damanhour Egypt.
⁴ Chemistry Department, Faculty of Science, Benha University Benha 13518 Egypt.

Abstract

We have developed a novel method for the synthesis of benzotriazolyl alkyl esters (BAEs) from N-acylbenzotriazoles and dichloromethane (DCM) under mild conditions. This reaction is one of few examples to show the use of DCM as a C-1 surrogate in carbon-heteroatom bond formation and to highlight the versatility of using DCM as a methylene building block.