Ruthenium-Catalysed Carbocycle-Selective Hydrogenation of Fused Heteroarenes

Title	Ruthenium-Catalysed Carbocycle-Selective Hydrogenation of Fused Heteroarenes
Authors	Chenguang Luo, Chaozheng Wu, Xiaoming Wang, Zhaobin Han, Zheng Wang, Kuiling Ding
Magazine	Journal of the American Chemical Society
Date	12/11/2024
DOI	10.1021/jacs.4c05365
Introduction	The catalytic hydrogenation of benzo-fused heteroarenes traditionally yields products with the heteroaryl ring reduced. This study reveals a Ru-catalysed method using a chiral spiroketal diphosphine, selectively hydrogenating the carbocycle of fused N-heteroarenes, such as quinoline and isoquinoline, to produce 5,6,7,8-tetrahydro compounds. The system also efficiently performs asymmetric hydrogenation on heteroarenes with boryl or amino groups. Experimental evidence supports the homogeneous catalytic nature, with a proposed inner-sphere mechanism initiating with η4-coordination of quinoline to the Ru dihydride complex, followed by hydride transfer and sequential H2 oxidative addition and C–H reductive elimination.
Quote	Chenguang Luo, Chaozheng Wu and Xiaoming Wang et al. Ruthenium-Catalysed Carbocycle-Selective Hydrogenation of Fused Heteroarenes. J. Am. Chem. Soc. 2024. Vol. 146(51):35043-35056. DOI: 10.1021/jacs.4c05365
Element	Ruthenium (Ru)
Industry	Chemical & Pharmacy

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