Facile Modifications at the C4 Position of Pyrimidine Nucleosides via In Situ Amide Activation with 1H‐Benzotriazol‐1‐yloxy‐tris(dimethyl‐amino)phosphonium Hexafluorophosphate
Sign Up to like & getrecommendations! Published in 2019 at "Current Protocols in Nucleic Acid Chemistry"
DOI: 10.1002/cpnc.73
Abstract: Two approaches for C4 modifications of silyl‐protected thymidine, 2′‐deoxyuridine, and 3′‐azido‐2′,3′‐dideoxythymidine (AZT) are described. In both, nucleoside amide activation with 1H‐benzotriazol‐1‐yloxy‐tris(dimethylamino)phosphonium hexafluorophosphate (BOP) and DBU yields O4‐(benzotriazol‐1‐yl) derivatives. These in situ–formed intermediates are reacted with… read more here.
Keywords: phosphonium hexafluorophosphate; yloxy tris; benzotriazol; activation benzotriazol ... See more keywords
Single-Step Synthesis of Nitrogen-Doped Porous Carbons for CO2 Capture by Low-Temperature Sodium Amide Activation of Petroleum Coke
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DOI: 10.1021/acs.energyfuels.8b03473
Abstract: In this work, highly efficient nitrogen-doped porous carbonaceous CO2 sorbents were synthesized by sodium amide activation of petroleum coke at a temperature range of 400–500 °C. The as-obtained so... read more here.
Keywords: activation petroleum; nitrogen doped; doped porous; sodium amide ... See more keywords
Stable Amide Activation of N-Acetylated Glycosamines for the Synthesis of Fused Polycyclic Glycomimetics.
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DOI: 10.1021/acs.orglett.3c03803
Abstract: N-Acetylation of carbohydrates is an underexplored target for chemoselective derivatization and generation of glycomimetic scaffolds. Through mild amide activation, we report that N-acetimidoyl heterocycles are stable in neutral or basic conditions yet are excellent leaving… read more here.
Keywords: amide activation; glycosamines synthesis; stable amide; activation ... See more keywords
Electrophilic Amide Activation under Mild Conditions Using 2,2,2-Trifluoroethyl Iodonium Salt: Access to Esters and Benzoxazoles.
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DOI: 10.1021/acs.orglett.5c02352
Abstract: The amide functional group is a key chemical moiety widely found in nature yet is generally considered poorly reactive. We report an electrophilic activation strategy using 2,2,2-trifluoroethyl(mesityl)iodonium triflate under very mild conditions. This approach enables… read more here.
Keywords: amide activation; mild conditions; electrophilic amide; iodonium ... See more keywords
Amide activation: an emerging tool for chemoselective synthesis.
Sign Up to like & getrecommendations! Published in 2018 at "Chemical Society reviews"
DOI: 10.1039/c8cs00335a
Abstract: It is textbook knowledge that carboxamides benefit from increased stabilisation of the electrophilic carbonyl carbon when compared to other carbonyl and carboxyl derivatives. This results in a considerably reduced reactivity towards nucleophiles. Accordingly, a perception… read more here.
Keywords: tool chemoselective; amide activation; activation; emerging tool ... See more keywords