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The detailed synthetic protocols for the preparation of phosphoramidite reagents compatible with standard, automated oligonucleotide synthesis for the 2′‐deoxy‐ and ribo‐6‐phenylpyrrolocyitidine are reported. Each protocol starts with the parent nucleoside and prepares the 5′‐O‐dimethoxytrityl‐N4‐benzoyl‐5‐iodocytosine derivative for the nucleobase modification chemistry. The key step is the direct formation of 6‐phenylpyrrolocytosine aglycon via a sequential, one‐pot Pd‐catalyzed Sonogashira‐type cross‐ coupling followed by a 5‐endo‐digcyclization. Subsequent standard transformations provide the deoxy‐ and 2′‐O‐tert‐butyldimethysilyl protected ribo‐ nucleoside phosphoramidite reagents. © 2019 by John Wiley & Sons, Inc.

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ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.