フォスファゼン塩基を用いる芳香環化合物の新規脱プロトン : 修飾反応
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概要
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A novel type of deprotonative functionalization of aromatics was accomplished with a phosphazene base (M3u-P4 base). For various nitrogen heteroaromatics and benzene derivatives, deprotonative 1,2-additions proceeded with the t- Bu-P4 base and ZnI2 as an additive in the presence of carbonyl compounds. The t-Bu-P4 base has both extremely strong Br0nsted basicity and less nucleophilicity due to its huge, widely conjugated structure, and highly chemoselective deprotonations were achieved. In addition the nonmetallic t-Bu-P4 base should not function as a Lewis acid. Therefore the deprotonation with the t-Bu-P4 base is considered to proceed via a different pathway from traditional deprotonative metalation of aromatics with metallic bases. Some reactions with unique regioselectivities were observed.
- 公益社団法人日本薬学会の論文
- 2004-08-01