Mishra Aniket, Mukherjee Upasana, Sarkar Writhabrata, Meduri Sudha Lahari, Bhowmik Arup, Deb Indubhusan
Organic and Medicinal Chemistry Division , CSIR-Indian Institute of Chemical Biology , 4-Raja S. C. Mullick Road , Jadavpur, Kolkata 700032 , India.
Org Lett. 2019 Apr 5;21(7):2056-2059. doi: 10.1021/acs.orglett.9b00295. Epub 2019 Feb 21.
An Ir(III)-catalyzed [3 + 2] annulation of weakly coordinating N-sulfonyl ketimines with challenging α, β-unsaturated nitro olefins has been achieved via redox-neutral C-H functionalization in the presence of a catalytic amount of silver hexafluoroantimonate. The generation of three consecutive stereogenic centers in a single step via direct C-H functionalization is the prime feature of this methodology. A wide array of pharmaceutically relevant nitro-substituted spirocyclic benzosultams was synthesized with good to excellent diastereoselectivity as well as in high yield starting from easily accessible substrates.
在催化量的六氟锑酸银存在下，通过氧化还原中性C-H官能化反应，实现了铱(III)催化的弱配位N-磺酰基酮亚胺与具有挑战性的α,β-不饱和硝基烯烃的[3+2]环化反应。该方法的主要特点是通过直接C-H官能化一步生成三个连续的立体中心。从易于获得的底物出发，以良好至优异的非对映选择性和高产率合成了一系列与药物相关的硝基取代螺环苯并磺内酰胺。
