We employ a single catalyst/oxidant system to enable the asymmetric syntheses of indolines, benzodihydrothiophenes, and indanes by C−H insertion of donor/donor carbenes. This methodology enables the rapid construction of densely substituted five‐membered rings that form the core of many drug targets and natural products. Furthermore, oxidation of hydrazones to the corresponding diazo compounds proceeds in situ, enabling a relatively facile one‐ or two‐pot protocol in which isolation of potentially explosive diazo alkanes is avoided. Regioselectivity studies were performed to determine the impact of sterics and electronics in donor/donor metal carbene C−H insertions to form indolines. This methodology was applied to a variety of substrates in high yield, diastereomeric, and enantiomeric ratios and to the synthesis of a patented indane estrogen receptor agonist with anti‐cancer activity.

中文翻译：

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通过给体/给体羧甲基的CH插入对映体合成吲哚啉，苯并二氢噻吩和茚满

我们采用单一的催化剂/氧化剂系统通过CH-H插入供体/供体羧甲基苯来完成二氢吲哚，苯并二氢噻吩和茚满的不对称合成。这种方法可以快速构建密集取代的五元环，这些环是许多药物靶标和天然产物的核心。此外，会原位氧化为相应的重氮化合物，从而实现了相对简便的一锅或两锅操作规程，避免了潜在爆炸性重氮烷烃的分离。进行了区域选择性研究，以确定空间和电子对供体/供体金属卡宾CH插入形成二氢吲哚的影响。该方法学以高产量，非对映异构体，