Herein we report a simple, economical and efficient one-step procedure to synthesize the naphtho[2,1-b]thiophene ring system in good to excellent yield through the polar Diels-Alder reactions of 5-nitro-3-acetylbenzothiophene and dienes of different nucleophilicity. In thermal conditions the reactions were developed in molecular solvents; moreover the reaction system was exposed to microwave irradiation as a complement of reaction conditions.
Previous Article in event
Next Article in event
Synthesis of naphthothiophene derivatives through polar Diels-Alder reactions employing 5-nitrobenzothiophene as electrophile. Microwave irradiation vs classical thermal conditions
Published: 30 October 2015 by MDPI in The 19th International Electronic Conference on Synthetic Organic Chemistry session Microwave Assisted Synthesis
Keywords: Nitrobenzothiophene, electrophile, Diels-Alder