biologically active alkaloids (Scheme 46) [83]. The mild reaction conditions allow
the formation of enantioenriched products when optical pure substrates were used.
When CyDA was used as a ligand, more complex diketopiperazines 129 were
also applicable for this cyclization process, resulting in tetra- or penta-polycyclic
compounds 130.
8 Lactams
The Buchwald group found that intramolecular amidation of 2-bromoaryl with
secondary amide moiety in 131 was found workable under that catalysis of
Pd 2 (dba) 3 /P(o-tolyl) 3 [62] or Pd(OAc) 2 /MOP [63], providing the corresponding
benzolactams 132 with good yields (Scheme 47).
Scheme 46 CuI/DMEDA-catalyzed synthesis of pyrroloindoles
Scheme 45 CuI/N, N-dimethylglycine catalyzed synthesis of pyrroles
Scheme 47 Pd-catalyzed synthesis of benzolactams
Assembly of N-Containing Heterocycles via Pd- and Cu-Catalyzed C–N Bond. . .
105
the formation of enantioenriched products when optical pure substrates were used.
When CyDA was used as a ligand, more complex diketopiperazines 129 were
also applicable for this cyclization process, resulting in tetra- or penta-polycyclic
compounds 130.
8 Lactams
The Buchwald group found that intramolecular amidation of 2-bromoaryl with
secondary amide moiety in 131 was found workable under that catalysis of
Pd 2 (dba) 3 /P(o-tolyl) 3 [62] or Pd(OAc) 2 /MOP [63], providing the corresponding
benzolactams 132 with good yields (Scheme 47).
Scheme 46 CuI/DMEDA-catalyzed synthesis of pyrroloindoles
Scheme 45 CuI/N, N-dimethylglycine catalyzed synthesis of pyrroles
Scheme 47 Pd-catalyzed synthesis of benzolactams
Assembly of N-Containing Heterocycles via Pd- and Cu-Catalyzed C–N Bond. . .
105