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Contribution to PNA–RNA Chimera Synthesis: One‐Pot Microwave‐Assisted Ugi Reaction to Obtain Dimeric Building Blocks
Author(s) -
Ovadia Reuben,
Mondielli Clémence,
Vasseur JeanJacques,
Baraguey Carine,
Alvarez Karine
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201601190
Subject(s) - combinatorial chemistry , chemistry , peptide nucleic acid , rna , nucleic acid , chimera (genetics) , paraformaldehyde , biochemistry , organic chemistry , gene
We report a solution‐phase synthesis of dimeric PNA–RNA (PNA = peptide nucleic acid) building blocks by using a microwave‐assisted Ugi four‐component reaction. A mixture of a functionalized amine, a carboxymethyl nucleobase, paraformaldehyde, and N 4 ,2′‐ O ,3′‐ O ‐tribenzoyl‐5′‐deoxy‐5′‐isocyanocytidine generates the dimeric chimeras in one step. The method is simple, and gives rapid access (5 min) to diversity, as exemplified by the products described here.