Intramolecular C–H insertion catalyzed by dirhodium(II) complexes using CO2 as the reaction media

Zakrzewska, Malgorzata E.; Cal, Pedro M.S.D.; Candeias, Nuno R.; Lukasik, Rafal M.; Afonso, Carlos A.M.; Ponte, Manuel Nunes; Gois, Pedro M.P.

http://hdl.handle.net/10400.9/1918

Use this identifier to reference this record.

Name:	Description:	Size:	Format:
GreenChemistryLetters(5)_Rafal.pdf		148.94 KB	Adobe PDF	Download

Send Feedback

Authors

Zakrzewska, Malgorzata E.

Abstract(s)

In this work, the intramolecular C–H insertion of diazoacetamides catalyzed by dirhodium(II) complexes and using CO2 as solvent is disclosed. The expected lactams were obtained in yields over 97%. The asymmetric intramolecular C–H insertion was also achieved and the β-lactam 14 was obtained in >97% yield and 65% ee using the chiral dirhodium(II) catalyst Rh2(S-PTTL)4. Finally, the dirhodium(II) complex Rh2(OAc)4 was used in two consecutive cycles in which complete conversion to the lactam was observed.

Keywords

Diazoacetamides C–H insertion Dirhodium(II) Lactams scCO2

URI

http://hdl.handle.net/10400.9/1918

Citation

Zakrzewska, Malgorzata E.; Cal, Pedro M.S.D.; Candeias, Nuno R.; Bogel-Lukasik, R. [et.al.] Intramolecular C–H insertion catalyzed by dirhodium(II) complexes using CO2 as the reaction media. In: Green Chemistry Letters and Reviews, 2012, vol. 5, nº 2, p. 211-240