Ambident effect of a p-sulfinyl group for the introduction of two carbon substituents to phenol rings:: A convergent synthesis of diverse benzofuran neolignans

被引:49
作者
Akai, S [1 ]
Morita, N [1 ]
Iio, K [1 ]
Nakamura, Y [1 ]
Kita, Y [1 ]
机构
[1] Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
关键词
D O I
10.1021/ol0001261
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A convergent synthesis of diversely substituted benzofuran neolignans (8) is described employing a single p-sulfinyl group on the phenols (3) as an ambident functional group for two types of carbon-carbon bond-forming reactions: (i) the direct synthesis of the dihydrobenzofuran skeletons through an aromatic Pummerer-type reaction and (ii) the ipso-substitution of the sulfur functional group by carbon substituents through a ligand exchange reaction.
引用
收藏
页码:2279 / 2282
页数:4
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