C–N and C–P bond formation via cross dehydrative coupling reaction: an efficient synthesis of novel 3,4-dihydroquinazolines

Iron‐Catalyzed Minisci Type Acetylation of N‐Heteroarenes Mediated by CH(OEt)3/TBHP

“…Accordingly, herein we report an alternative strategy for acetylation of N‐heterocycles, using for the first time triethylorthoformate in combination with TBHP as robust and inexpensive acetyl radical source. Remarkably, the desired reactivity is achieved with a cheap and abundant iron catalyst and the coupling occurs without the need of external solvent, since triethylorthoformate is used as self‐solvent: This work follows our previous contribution on the iron catalyzed oxidative cross coupling reactions …”

Direct Formation of C–C, C–N, and C–O Bonds in Dihydroquinazolines via Hypervalent Iodine(III)-Mediated sp3 C–H Functionalization

“…Conversely, direct C–H functionalization at this position has been rather limited. Most commonly, CDC bond formation has been performed via the generation of quinazolinium ions from C4-unsubstituted or C4-hydroxy DHQs through treatment with a metal catalyst or with KI and tert -butyl hydrogen peroxide followed by exposure to a suitable nucleophile for the formation of DHQs bearing new bonds to C, , O, − N, and P (Scheme b). In nearly all cases, nucleophiles were added to C4-unsubstituted quinazolium ions, with only one study demonstrating the addition of an alkoxy nucleophile to a DHQ in which a carbon substituent at C4 was already present .…”