Vinayagam Vinothkumar, Karre Satish Kumar, Kasu Sreenivasa Reddy, Srinath Ravuri, Naveen Babu Bathula Hema Sundar, Sadhukhan Subir Kumar
Curia India Pvt. Ltd (Formerly Albany Molecular Research, Hyderabad Research Centre), MN Park, Genome Valley, Shameerpet, RR District, Hyderabad 500078, India.
Org Lett. 2022 Aug 26;24(33):6142-6147. doi: 10.1021/acs.orglett.2c02231. Epub 2022 Aug 8.
Herein, we report for the first time a transition-metal-free frustrated Lewis pair (FLP) catalyzed CHF group migration from an oxygen atom to the neighboring nitrogen atom, which led to the synthesis of N-substituted benzimidazoles at room temperature with excellent yields, broad functional group tolerance, and a short reaction time. The oxygen-attached difluoromethane acted as a C1 source in the synthesis of N-substituted benzimidazoles in the presence of AlCl by cleaving one C-O bond and two C-F bonds, resulting in formation of two new C-N bonds.
在此，我们首次报道了一种无过渡金属的受阻路易斯酸碱对（FLP）催化的二氟甲基从氧原子向相邻氮原子的迁移，该迁移导致在室温下以优异的产率、广泛的官能团耐受性和较短的反应时间合成了N-取代苯并咪唑。在AlCl存在下，与氧相连的二氟甲烷在N-取代苯并咪唑的合成中作为C1源，通过断裂一个C-O键和两个C-F键，形成两个新的C-N键。
