Industrial synthesis in mass production. Ellipticine. II. The elaboration of a new approach to GH-pyrido[4,3:b]carbazoles and analogs. B. The recovery of tetracyclic structures
Total synthesis of modified ellipticines 1c and 1f is described from 2-chloronicotinic acid and respectively 5-methoxy-indole and 5-azaindole in 11 to 13 steps with overall yields of 11% and 18%. With respect to the numerous synthesis described in the literature, the originality of this approach resides above all in the formation of ring C in basic medium, such conditions being dictated by the presence of the pyridine A ring in the case of 1f. Both synthesis have been extrapolated to produce several kilograms of final product. The second part deals with the elaboration of tetracyclic structures from precursors.
Dormoy,Heymes
p. 2915 - 2938
(2007/10/02)
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