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Supported p-toluenesulfonic acid as a highly robust and eco-friendly isocyanide scavenger.

ACS combinatorial science (2011-01-21)
Jhonny Azuaje, Alberto Coelho, Abdelaziz El Maatougui, José Manuel Blanco, Eddy Sotelo
ABSTRACT

We document here the use of polymer-supported p-toluenesulfonic acid as a highly effective, robust, economical and eco-friendly isocyanide scavenger. The herein described strategy circumvent the intense and repulsive odor of volatile isocyanides, enabling simplified and odorless workup and purifications. The usefulness of the new scavengers has been validated in a set of diverse isocyanide-based organic transformations and this approach is also amenable to parallel synthesis techniques.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
p-Toluenesulfonic acid monohydrate, ACS reagent, ≥98.5%
Sigma-Aldrich
p-Toluenesulfonic acid monohydrate, ReagentPlus®, ≥98%
Sigma-Aldrich
Sodium p-toluenesulfonate, 95%
Sigma-Aldrich
Silver p-toluenesulfonate, ≥99%
Sigma-Aldrich
Zinc p-toluenesulfonate hydrate