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Updated: Mar 30, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Synthesis of Sterically Protected Xanthene Dyes with Bulky Groups at C-3' and C-7'
Zuhai Lei1, Xinran Li1, Yi Li1
1State Key Laboratory of Bioreactor Engineering, and †Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology , Meilong Road 130, Shanghai 200237, China.
Abstract:
Substitution of the xanthene scaffold with bulky groups at C-3' and C-7' is expected to protect the electrophilic central methine carbon against nucleophilic attack and inhibit stacking. However, such structures are not readily prepared via traditional xanthene syntheses. We have devised an alternative and convenient synthesis to enable facile preparation of this subset of xanthene dyes under mild conditions and in good yields.
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