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  • Palladium-catalyzed insertion of N-tosylhydrazones for the synthesis of isoindolines.

Palladium-catalyzed insertion of N-tosylhydrazones for the synthesis of isoindolines.

Chemical communications (Cambridge, England) (2013-03-14)
Ping-Xin Zhou, Jian-Yi Luo, Lian-Biao Zhao, Yu-Ying Ye, Yong-Min Liang
ABSTRACT

Isoindolines are synthesized by palladium-catalyzed coupling reaction of N-(2-iodobenzyl) anilines with α,β-unsaturated N-tosylhydrazones. The reaction has several potential advantages: (1) toleration of a wide range of functional groups, (2) easy to handle and with mild conditions, (3) enriches the isoindoline family, (4) two new bonds form in one step.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Aniline, ACS reagent, ≥99.5%
Sigma-Aldrich
Aniline-4-13C, 99 atom % 13C
Supelco
Aniline solution, certified reference material, 5000 μg/mL in methanol
Sigma-Aldrich
Aniline-1-13C, 99 atom % 13C
Sigma-Aldrich
Indoline, ReagentPlus®, 99%