On the cause of low thermal stability of ethyl halodiazoacetates

• Magnus Mortén,
• Martin Hennum and
• Tore Bonge-Hansen

Beilstein J. Org. Chem. 2016, 12, 1590–1597, doi:10.3762/bjoc.12.155

• briefly studied the thermal, non-catalytic cyclopropanation of styrenes and compared the results to the analogous Rh(II)-catalyzed reactions. Keywords: carbenes; catalysis; cyclopropanation; halo diazoacetates; half-lives; thermal stability; Introduction The chemistry of diazo compounds has fascinated

• are usually two orders of magnitude higher and the reaction times longer in comparison to the decomposition rate of 2b. There are in principle three pathways for the thermal decomposition of the halo diazoacetates [3]: 1) a unimolecular extrusion of dinitrogen giving N2 (g) and a carbene; 2) a

Synthesis of quinoline-3-carboxylates by a Rh(II)-catalyzed cyclopropanation-ring expansion reaction of indoles with halodiazoacetates

• Magnus Mortén,
• Martin Hennum and
• Tore Bonge-Hansen

Beilstein J. Org. Chem. 2015, 11, 1944–1949, doi:10.3762/bjoc.11.210

• purification over silica gel eluting with CH2Cl2/EtOAc. Synthesis of halo diazoacetates [17]. The reaction between halodiazoacetates and indole. Proposed reaction pathway. Attempted cyclopropanation of N-Boc indole. The reaction between ethyl bromo diazoacetate and N-Me-indole. Substrate scope. Supporting