التفاصيل البيبلوغرافية
العنوان: |
Tandem [5,5]-/[3,3]-Rearrangements of Aryl Sulfoxides with Allyl Nitriles. |
المؤلفون: |
Hu, Mengjie1 (AUTHOR), Ru, Liying1 (AUTHOR), Zhu, Mengjiao1 (AUTHOR), Yang, Shengwen1 (AUTHOR), Fan, Suojiang1 (AUTHOR), Ji, Jiangtao1 (AUTHOR), Zheng, Dingming1 (AUTHOR), Peng, Bo1 (AUTHOR) pengbo@zjnu.cn |
المصدر: |
Synthesis. Oct2024, Vol. 56 Issue 19, p2973-2984. 12p. |
مصطلحات موضوعية: |
*CLAISEN rearrangement, *NITRILES, *SULFIDES, *SULFUR, *SULFOXIDES |
مستخلص: |
Tandem aromatic rearrangements represent a potent strategy for modulating the regioselectivity of a rearrangement process. In this article, we disclose two novel tandem aromatic rearrangements triggered by sulfonium [5,5]-rearrangement recently developed in our laboratory. Specifically, the [5,5]-rearrangement of aryl sulfoxides with allyl nitriles, followed by [3,3]-Cope rearrangement, forges a seamless tandem [5,5]-/[3,3]-rearrangement cascade, affording ortho -functionalized aryl sulfides. The other tandem process involves [5,5]-rearrangement of aryl sulfoxides with allyl nitriles, followed by nucleophilic addition/DDQ-oxidation-induced [3,3]-Cope rearrangement, eventually yielding meta -functionalized aryl sulfides. Both consecutive rearrangements enrich the repertoire of tandem aromatic rearrangement methodologies. [ABSTRACT FROM AUTHOR] |
قاعدة البيانات: |
Academic Search Index |