Journal of Organic Chemistry p. 843 - 853 (2018)
Update date:2022-08-05
Topics:
Jayaram, Vankudoth
Sridhar, Tailor
Sharma, Gangavaram V. M.
Berrée, Fabienne
Carboni, Bertrand
An efficient and straightforward synthesis of isoquinolines is reported from internal alkenyl boronic esters, easily prepared from the corresponding 1,2-bis(boronates), via a sequential copper-catalyzed azidation/aza-Wittig condensation. This synthetic method has been used to synthesize quinisocaine, a topical anesthetic used for the treatment of pain and pruritus, and further extended to thieno[2,3-c]pyridines by using 2-thiophenecarboxaldehyde as coupling partner in the first step.
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