Chemical Science Symposium 2022

Accessing complex tetrahydrofurobenzo-pyran/furan scaffolds via Lewis-acid catalyzed bicyclization of cyclopropane carbaldehydes with quinone methides/esters Navpreet Kaur, Pankaj Kumar, Shiv Dut, Dr. Prabal Banerjee Indian Institute of Technology, India We have reported an efficient and straightforward one-pot synthesis of tetrahydrofurobenzopyran and tetrahydrofurobenzofuran systems via an in-situ ring-expansion of the cyclopropane carbaldehydes followed by a [2+n] cycloaddition with the quinone derivatives. The transformation not only unveils a new reaction mode of cyclopropane carbaldehydes with quinone methides/esters but also promotes a step-efficient diastereoselective route to the sophisticatedly fused oxygen tricycles that can further be dehydrogenated to access the valued dihydro-2H-furo[2,3-b]chromene frameworks. References 1. Kaur, P. Kumar, S. Dutt, and P. Banerjee. J. Org. Chem. 2022 , 87 ,7905–7918.

P50

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