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Formamide based monomer for highly functionalized polymers
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DOI：10.1002/pol.20210651.png)
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Multicomponent reactions (MCRs) are widely used in organic chemistry to simplify the synthesis of highly functionalized molecules in a single-pot reaction. However, their utility for polymer post-functionalization is severely limited due to the complexity of handling highly reactive and unpleasant isocyanide compounds. In this work, we present a stable methacrylate monomer 2-formamido ethyl methacrylate (FEMA) containing a benign formamide group that can be converted to isocyanide in situ and that can undergo MCRs in a one-pot protocol. Block and random copolymers of FEMA with methyl methacrylate were tested for efficiency in MCRs. As a function of composition and architecture, MCR conversions of >90% was achieved in the polymers. This benign bench stable monomer allows incorporation of complex functionality in a one-pot synthesis to the polymer sidechain using MCRs without direct handling of the isocyanide monomers and polymers.
Keyword:
multicomponent reactions
peptide conjugation
polymer post-functionalization
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