The versatile and strategic O-carbamate directed metalation group in the synthesis of aromatic molecules : an update

Jansen-van Vuuren, Ross D. (avtor), Liu, Susana (avtor), Miah, M. A. Jalil (avtor), Cerkovnik, Janez (avtor), Košmrlj, Janez (avtor), Snieckus, Victor (avtor)

The aryl O-carbamate (ArOAm) group is among the strongest of the directed metalation groups (DMGs) in directed ortho metalation (DoM) chemistry, especially in the form Ar-OCONEt$_2$. Since the last comprehensive review of metalation chemistry involving ArOAms (published more than 30 years ago), the field has expanded significantly. For example, it now encompasses new substrates, solvent systems, and metalating agents, while conditions have been developed enabling metalation of ArOAm to be conducted in a green and sustainable manner. The ArOAm group has also proven to be effective in the anionic ortho-Fries (AoF) rearrangement, Directed remote metalation (DreM), iterative DoM sequences, and DoM-halogen dance (HalD) synthetic strategies and has been transformed into a diverse range of functionalities and coupled with various groups through a range of cross-coupling (CC) strategies. Of ultimate value, the ArOAm group has demonstrated utility in the synthesis of a diverse range of bioactive and polycyclic aromatic compounds for various applications.

• Jezik: Angleški jezik
• Ključne besede: aryl O-carbamate, metalation, rearrangement, cross coupling, regioselective, directing group, aromatic compounds, hydrocarbons, organic compounds
• Vrsta gradiva: Članek v reviji
• Tipologija: 1.02 - Pregledni znanstveni članek
• Organizacija: FKKT - Fakulteta za kemijo in kemijsko tehnologijo
• Status publikacije: Objavljeno
• Različica publikacije: Objavljena publikacija
• Leto izida: 2024
• Št. strani: Str. 7731–7828
• Številčenje: Vol. 124, iss. 12
• PID: 20.500.12556/RUL-158986
• UDK: 547.52.057
• ISSN pri članku: 0009-2665
• DOI: 10.1021/acs.chemrev.3c00923
• COBISS.SI-ID: 198743811
• Datum objave v RUL: 26.06.2024

Gradivo je del revije

• Naslov: Chemical reviews
• Skrajšan naslov: Chem. rev.
• Založnik: American Chemical Society
• ISSN: 0009-2665
• COBISS.SI-ID: 5125381

Licence

• Licenca: CC BY 4.0, Creative Commons Priznanje avtorstva 4.0 Mednarodna
• Povezava: http://creativecommons.org/licenses/by/4.0/deed.sl
• Opis: To je standardna licenca Creative Commons, ki daje uporabnikom največ možnosti za nadaljnjo uporabo dela, pri čemer morajo navesti avtorja.

Sekundarni jezik

• Jezik: Slovenski jezik
• Ključne besede: aril O-karbamat, metalizacija, preureditev, navzkrižna sklopitev, regioselektivnost, usmerjevalna skupina