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One-Pot Primary Aminomethylation of Aryl and Heteroaryl Halides with Sodium Phthalimidomethyltrifluoroborate

Norio Murai, Masayuki Miyano, Masahiro Yonaga* and Keigo Tanaka*

*Discovery Research Laboratories, Eisai Co., Ltd., 5-1-3 Tokodai, Tsukuba, Ibaraki 300-2635, Japan, Email: k6-tanakahhc.eisai.co.jp, m-yonagahhc.eisai.co.jp

N. Murai, M. Miyano, M. Yonaga, K. Tanaka, Org. Lett., 2012, 14, 2818-2821.

DOI: 10.1021/ol301037s



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Abstract

Suzuki-Miyaura cross-coupling enables a one-pot primary aminomethylation of aryl halides, triflates, mesylates, and tosylates via coupling with sodium phthalimidomethyltrifluoroborate followed by deamidation with ethylenediamine.

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Key Words

Suzuki Coupling, benzylamines, phthalimides


ID: J54-Y2012-1750