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An approach to cyclohepta[ b ]indoles through an allenamide (4 + 3) cycloaddition-grignard cyclization-chugaev elimination sequence

Organic Letters, ISSN: 1523-7052, Vol: 16, Issue: 8, Page: 2180-2183
2014
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Article Description

A strategy for synthesizing highly functionalized cyclohepta[b]indoles through a concise (4 + 3) cycloaddition-cyclization-elimination sequence is described. The cycloaddition features nitrogen-stabilized oxyallyl cations derived from epoxidations of N-aryl-N-sulfonyl-substituted allenamides, while the cyclization and elimination employed an intramolecular Grignard addition and a one-step Chugaev process, respectively. © 2014 American Chemical Society.

Bibliographic Details

He, Shuzhong; Hsung, Richard P; Presser, William R; Ma, Zhi-Xiong; Haugen, Bryan J

American Chemical Society (ACS)

Biochemistry, Genetics and Molecular Biology; Chemistry

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