One-pot primary aminomethylation of aryl and heteroaryl halides with sodium phthalimidomethyltrifluoroborate

Norio Murai; Masayuki Miyano; Masahiro Yonaga; Keigo Tanaka

doi:10.1021/ol301037s

One-pot primary aminomethylation of aryl and heteroaryl halides with sodium phthalimidomethyltrifluoroborate

Org Lett. 2012 Jun 1;14(11):2818-21. doi: 10.1021/ol301037s. Epub 2012 May 16.

Authors

Norio Murai¹, Masayuki Miyano, Masahiro Yonaga, Keigo Tanaka

Affiliation

¹ Graduate School of Pharmaceutical Sciences, University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.

PMID: 22591586
DOI: 10.1021/ol301037s

Abstract

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

MeSH terms

Borates / chemistry*
Catalysis
Ethylenediamines / chemistry*
Hydrocarbons, Halogenated / chemistry*
Mesylates / chemistry*
Molecular Structure
Palladium / chemistry*
Sodium / chemistry
Tosyl Compounds / chemistry*

Substances

Borates
Ethylenediamines
Hydrocarbons, Halogenated
Mesylates
Tosyl Compounds
methanesulfonic acid
Palladium
Sodium