Ds. Black et al., REACTION OF 4,6-DIMETHOXY-3-METHYLINDOLE WITH AROMATIC-ALDEHYDES - A SIMPLE SYNTHESIS OF CALIX[3]INDOLES, Australian Journal of Chemistry, 49(3), 1996, pp. 311-318
2,7:2,7:2,7-Linked calix[3]indoles (3a-d) have been prepared by the re
action of 4,6-dimethoxy-3-methylindole (1) and benzaldehydes with phos
phoryl chloride or by a direct reaction of di(4,6-dimethoxy-3-methylin
dol-2-yl) phenylmethanes (2a-d) with phosphoryl chloride. An X-ray cry
stal structure determination of the macrocycle (3d) is reported. 4,6-D
imethoxy-3-methylindolemethanols (9) and (10) were prepared and reacte
d with phosphoryl chloride to study the mechanism of formation of the
macrocycle.