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Palladium-Catalyzed Cycloisomerization and Aerobic Oxidative Cycloisomerization of Homoallenyl Amides: A Facile and Divergent Approach to 2-Aminofurans

Cungui Cheng, Shuiyou Liu and Gangguo Zhu*

*Department of Chemistry, Zhejiang Normal University, 688 Yingbin Road, Jinhua 321004, China, Email: gangguozjnu.cn

C. Cheng, S. Liu, G. Zhu, Org. Lett., 2015, 17, 1581-1584.

DOI: 10.1021/acs.orglett.5b00464 (free Supporting Information)


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Abstract

Using a Pd-catalyzed divergent cyclization, including cycloisomerization and aerobic oxidative cycloisomerization of homoallenyl amides, varieties of functionalized 2-amino-5-alkylfurans and 2-amino-5-formylfurans can be selectively synthesized in very good yields. The mild reaction conditions, high atom economy, and utilization of air as the oxygen source make this protocol very environmentally benign and practical.

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Key Words

Allenes, Furans


ID: J54-Y2015