Novel 7- and 8-endo 2-indolylacyl radical cyclizations: efficient construction of azepino- and azocinoindoles.
Regioselective 7- and 8-endo cyclizations of selenoester derived 2-indolylacyl radicals upon amino tethered alkenes have been used to synthesize azepino[3,2-b]- and azocino[4,3-b]indoles, which are tricyclic subunits present in the indole alkaloids mersicarpine and apparicine, respectively.
Bennasar
M-Lluïsa
ML
Laboratory of Organic Chemistry, Faculty of Pharmacy, University of Barcelona, Barcelona 08028, Spain. bennasar@ub.edu
Roca
Tomàs
T
García-Díaz
Davinia
D
D001381:Azepines / Q000138:chemical synthesis*; D001392:Azocines / Q000138:chemical synthesis*; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis*
D001381:Azepines; D001392:Azocines; D007211:Indoles