Rhodium-Catalyzed Tandem C-H Annulation Enabled by Transient Directing Group Strategy and Sequential Nucleophilic
Zhong-Yuan Li1, Jin-Ping Zhang1, Yun-Yi Ying1
1Anhui Laboratory of Molecule-Based Materials; Key Laboratory of Functional Molecular Solids, Ministry of Education; School of Chemistry and Materials Science, Anhui Normal University, Wuhu, 241002, China.
Abstract:
A novel protocol of rhodium-catalyzed tandem C-H annulation of aldehyde and aniline with diazonaphthalen-1(2H)-one via transient directing group strategy and sequential nucleophilic substitution has been demonstrated in moderate to excellent yields. This reaction proceeds smoothly via intramolecular cyclization to form 6H-benzo[c]chromen-6-ol and is followed by nucleophilic substitution of para-carbon of aniline to construct 6-aryl-6H-benzo[c]chromene derivatives. A series of 6-aryl-6H-benzo[c]chromenes were synthesized in one-pot via the tandem C-H annulation.
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