A ligand‐directed divergent scaffold synthesis was explored by varying the ligands for the gold(I) catalysts and the nucleophiles in the cycloisomerization reactions of oxindole based 1,6‐enynes. The strategy afforded several distinct and structurally complex molecular scaffolds.
Studies in the rearrangement reactions involving camphorquinone
作者:H. Surya Prakash Rao、Ahana Saha、Satish Vijjapu
DOI:10.1039/d0ra09839f
日期:——
Skeletal rearrangements of camphor are well-known, however, those involving camphorquinone, its sibling, are rare. We have found that the diol derivedfrom allylated camphorquinone undergoes iodine or bromine mediated deep-seated skeletal rearrangement to provide an interesting tricyclic ring system. The iodo group in the rearranged product provided convenient leverage for further functionalization
樟脑的骨骼重排是众所周知的,然而,涉及樟脑醌的骨骼重排,其兄弟姐妹,是罕见的。我们发现源自烯丙基化樟脑醌的二醇经历了碘或溴介导的深层骨架重排,从而提供了一个有趣的三环系统。重排产物中的碘基团为进一步的功能化提供了方便的杠杆作用。例如,它被转化为叠氮化物,叠氮化物与乙炔进行铜( I )介导的Huisgen 1,3-偶极环加成反应,得到萜烯-三唑共轭物。
ELLIS, M. K.;GOLDING, B. T.;WATSON, W. P., J. CHEM. SOC. CHEM. COMMUN., 1984, N 23, 1600-1602