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Öğe Atom-economical synthesis of complex heterocycles with N-O moiety(Wiley Blackwell, 2015) Merey, Gökçe; Sezen, GökhanA concise and facile method for the synthesis of heterocyclic compounds with N-O tether was introduced. The two important steps of the synthesis are a Mitsunobu reaction and C-H activation. The Mitsunobu protocol allows to form the N-O moiety in the molecule, while subsequent C-H activation leads to heterocycles. Copyright © 2015 Verlag Helvetica Chimica Acta AG, Zürich.Öğe N-O tethered carbenoid cyclopropanation facilitates the synthesis of a functionalized cyclopropyl-fused pyrrolidine(2013) Kalia, Dimpy; Merey, Gökçe; Guo, Min; Sintim H.O.We report a facile approach to a cyclopropyl-fused pyrrolidine, which contains four stereogenic centers, by employing the N-O tethered carbenoid methodology. The synthesis was facilitated by the development of a direct Mitsunobu reaction of alcohols with N-alkyl-N-hydroxyl amides to give diazo precursors, which upon intramolecular cyclopropanation yielded a library of N-O containing cyclopropyl-fused bicyclic intermediates. Elaboration of the N-O moiety of one member of this library resulted in the formation of the desired pyrrolidine ring demonstrating the potential of this methodology for making cyclopropyl-fused heterocycles. © 2013 American Chemical Society.Öğe Synthetic strategies towards the carbenoid reactions of ?, ? -acetylenic carbonyls(2018) Kışkan, Füsun Şeyma; Özgüz, Emre; Anaç, Olcay; Tarakçı, Nurdan; Merey, GökçeCatalytic reactions of ?, ? -conjugated carbonyl compounds have been a practical tool towards the synthesis of different useful heterocyclic compounds. Despite the numerous reactions with carbon-carbon double bond conjugated carbonyls, reactions of acetylenic carbonyls are limited. In this study, efficient dioxole synthesis was carried out via acetylenic aldehydes and butadiene formation was preferred over cyclopropene formation via acetylenic esters as different functional groups on these substrates change the product distribution. Both reaction conditions (such as solvent and temperature) and electrophilic structure of metal carbenoids alter the product distribution; acceptor (A), donor-acceptor (DA), and acceptor-acceptor (AA) functionalized diazo compounds yield different product types over different mechanisms.Öğe Synthetic strategies towards the carbenoid reactions of ?, ?-acetylenic carbonyls(TÜBİTAK, 2018) Kışkan, Füsun Şeyma; Özgüz, Emre; Anaç, Olcay; Tarakçı, Nurdan; Merey, GökçeCatalytic reactions of ?, ?-conjugated carbonyl compounds have been a practical tool towards the synthesis of different useful heterocyclic compounds. Despite the numerous reactions with carbon-carbon double bond conjugated carbonyls, reactions of acetylenic carbonyls are limited. In this study, efficient dioxole synthesis was carried out via acetylenic aldehydes and butadiene formation was preferred over cyclopropene formation via acetylenic esters as different functional groups on these substrates change the product distribution. Both reaction conditions (such as solvent and temperature) and electrophilic structure of metal carbenoids alter the product distribution; acceptor (A), donor-acceptor (DA), and acceptor-acceptor (AA) functionalized diazo compounds yield different product types over different mechanisms. © 2018 TÜBITAK.
