Strategies for the synthesis of 2-substituted indoles and indolines starting from acyclic α-phosphoryloxy enecarbamates
Strategies for the synthesis of 2-substituted indoles and indolines starting from acyclic α-phosphoryloxy enecarbamates
复制标题
DOI：
10.1021/ol071312a
复制
发表时间：
2007-08-16
期刊：
影响因子：
5.2
通讯作者：
Sasaki, Makoto
中科院分区：
文献类型：
--
作者：
Fuwa, Haruhiko;Sasaki, Makoto
已经开发了从无环α-磷酰氧基烯氨基甲酸酯开始合成2-取代的吲哚和吲哚啉的策略。N-（邻溴苯基）-α-磷酰氧基烯氨基甲酸酯与硼亲核试剂的高化学选择性交叉偶联使得能够有效地制备各种N-（邻溴苯基）烯氨基甲酸酯，这些N-（邻溴苯基）烯氨基甲酸酯用作随后的Heck型环化或5-内-β-芳基自由基环化的有用的前体，以分别提供2-取代的吲哚或吲哚啉。
Strategies have been developed for the synthesis of 2-substituted indoles and indolines starting from acyclic alpha-phosphoryloxy enecarbamates. A highly chemoselective cross-coupling of N-(o-bromophenyl)-alpha-phosphoryloxyenecarbamates with boron nucleophiles enabled the efficient preparation of various N-(o-bromophenyl)enecarbamates, which served as useful precursors for subsequent Heck-type cyclization or 5-endo-trig aryl radical cyclization to furnish 2-substituted indoles or indolines, respectively.