Liu Hui-Li, Li Xiao-Tong, Tian Heng-Zhi, Sun Xing-Wen
Department of Chemistry, Fudan University, Shanghai 200433, China.
Org Lett. 2021 Jun 18;23(12):4579-4583. doi: 10.1021/acs.orglett.1c01235. Epub 2021 Jun 1.
A novel, practical, highly efficient, and transition metal free nitrogen insertion reaction for the synthesis of 2,3-disubstituted quinazolinone derivatives was developed. Diverse functionalized 3-indolinone-2-carboxylates and nitrosoarenes with a wide range of substituted nitrosobenzenes, nitrosopyridines, dibenzofuranyl, or dibenzothienyl nitroso compounds worked smoothly to give 2,3-disubstituted quinazolinone derivatives in good to excellent yields (69-98%). A gram-scale reaction was achieved, and an afloqualone analogue was synthesized under the mild reaction conditions.
开发了一种新颖、实用、高效且无过渡金属的氮插入反应，用于合成2,3-二取代喹唑啉酮衍生物。多种官能化的3-吲哚酮-2-羧酸酯与各种取代的亚硝基苯、亚硝基吡啶、二苯并呋喃基或二苯并噻吩基亚硝基化合物顺利反应，以良好至优异的产率（69-98%）得到2,3-二取代喹唑啉酮衍生物。实现了克级规模的反应，并在温和的反应条件下合成了阿夫唑嗪类似物。
