Morita-Baylis-Hillman Spirannulation under Phosphine- and Anion-Binding Catalysis
Bara Singh1, Shivam K Pandey1, Nirmal Malik1
1Department of Chemical Sciences, Indian Institute of Science Education and Research (IISER) Mohali, Sector 81, S A S Nagar, Manauli PO, Punjab 140 306, India.
Abstract:
We introduce an advancement in Morita-Baylis-Hillman (MBH) chemistry that provides access to α-spirannulated enones. The treatment of enone-tethered azaarenium salts with catalytic amounts of organophosphines provides spiroindenyl dihydropyridines. It represents the α-spirannulation of enones via an intramolecular MBH (IMBH) reaction utilizing dual phosphine- and anion-binding catalysis. The IMBH adducts were subjected to several post-synthetic modifications to access highly functionalized molecules.
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