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Synthesis 2024; 56(16): 2521-2528
DOI: 10.1055/a-2323-0721
DOI: 10.1055/a-2323-0721
paper
BF3·OEt2-Mediated (3+2) Cycloaddition Reactions of Donor-Acceptor Cyclopropanes (DACs) with Cyanamides: Access to Cyclic Amidines
Authors wish to acknowledge for financial support from SERB, Department of Science and Technology, New Delhi, India and IIT Ropar for infrastructural facilities. B.G. and P.R.S would like to thank Indian Institute of Technology Ropar (IIT Ropar) for their fellowships.
This article is dedicated to Prof. Dr. Goverdhan Mehta on the occasion of his 81st birthday.
Abstract
A BF3·OEt2-promoted facile synthesis of cyclic amidines (2-amino-1-pyrrolines) has been developed via the (3+2)-cycloaddition of cyanamides with donor-acceptor cyclopropanes (DACs). In addition to this, the protocol has been successfully extended to construct a dimerized amidine derivative and gram-scale synthesis with great efficiency.
Key words
cyclopropanes - (3+2) cycloaddition - Lewis acid catalysis - cyclic amidines - metal-free - 2-amino-1-pyrrolineSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2323-0721.
- Supporting Information
Publication History
Received: 26 February 2024
Accepted after revision: 10 May 2024
Accepted Manuscript online:
13 May 2024
Article published online:
04 June 2024
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