Ferrocenes conjugated with thiophene, carbazole, and pyrimidine fragments: Synthesis and properties

One‐potandtwo‐potmethods for chalcone derived pyrimidines synthesis and applications

“…[205] Ferrocenyl, having chalcones (56), chemically reacted with guanidine sulfate to get compound (58) with 55% yield for the next step with the insertion of 2,5-dimethoxytetrahydrofuran in acetic acid under 2 h reflux to obtain compound (59), these compounds have electrochemical properties. [206] Another heterochalcone (57) formed amino-pyrimidines (60) with 34% yield, which further form the pyrrole conjugated pyrimidines (61) with 19% yield [207] (Scheme 15). Small-scale air oxygen can cause oxidation of pyrimidine and form a mixture of products or side products that lead toward the tedious purification and lowering of yield.…”

Catalytic Synthesis of Donor-Acceptor-Donor (D-A-D) and Donor-Acceptor-Acceptor (D-A-A) Pyrimidine-Ferrocenes via Acceptorless Dehydrogenative Coupling: Synthesis, Structures, and Electronic Communication

“…Previously reported ferrocenylpyrimidines A , B , C , D , E , F , and G constructed via multistep routes and those described in this work prepared in one-pot reactions from alcohol precursors ( 1 – 3 ).…”

“…The syntheses of these compounds, however, again all require the use of lithioferrocene, 19 chloromercuriferrocene, 20−22 or multistep procedures via chalcone derivatives generated from acetylferrocene using Claisen−Schmidt condensation reactions. 23 We recently became interested in "acceptorless dehydrogenative coupling" (ADC) methodologies that use single-pot reactions and sustainable alcohol precursors to prepare complex N-heterocycles, 25 including electron-deficient heterocyclic diazines capable of mediating the sort of electronic communication described above. 26−33 These straightforward reactions are variants of the so-called "indirect" Friedlander annulation 22 that employ a single catalyst for both the oxidation of alcohols and their catalytic condensation.…”

“…In a similar vein, along with ferrocene-coupled arylvinyldiazene derivatives of pyrimidines, , directly coupled ferrocenyl-substituted pyrimidines have also been described (Figure ; A – G ). The syntheses of these compounds, however, again all require the use of lithioferrocene, chloromercuriferrocene, − or multistep procedures via chalcone derivatives generated from acetylferrocene using Claisen–Schmidt condensation reactions …”