Issue 23, 2012
From the journal:

Organic & Biomolecular Chemistry

First example of a heterobimetallic ‘Pd–Sn’ catalyst for direct activation of alcohol: efficient allylation, benzylation and propargylation of arenes, heteroarenes, active methylenes and allyl-Si nucleophiles†

Debjit Das,a   Sanjay Pratihar,ab   Ujjal Kanti Roy,ac   Dipakranjan Mal*a  and  Sujit Roy*b  

* Corresponding authors

a Department of Chemistry, Indian Institute of Technology, Kharagpur 721302, India
E-mail: dmal@chem.iitkgp.ernet.in

b School of Basic Sciences, Indian Institute of Technology, Bhubaneswar 751013, India
E-mail: sujitroy.chem@gmail.com

c Deshabandhu Mahavidyalaya, Chittaranjan 713331, India

Abstract

Arenes, heteroarenes, 1,3-dicarbonyls and organosilicon nucleophiles undergo highly efficient alkylation with allylic, propargylic and benzylic alcohols in the presence of a new ‘Pd–Sn’ bimetallic catalyst in nitromethane; water being the sole byproduct. The plausible mechanism of alkylation and the intermediacy of ether has been enumerated.

Graphical abstract: First example of a heterobimetallic ‘Pd–Sn’ catalyst for direct activation of alcohol: efficient allylation, benzylation and propargylation of arenes, heteroarenes, active methylenes and allyl-Si nucleophiles

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Article information

DOI
https://doi.org/10.1039/C2OB25275A
Article type
Paper
Submitted
06 Feb 2012
Accepted
03 Apr 2012
First published
11 May 2012

Org. Biomol. Chem., 2012,10, 4537-4542

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First example of a heterobimetallic ‘Pd–Sn’ catalyst for direct activation of alcohol: efficient allylation, benzylation and propargylation of arenes, heteroarenes, active methylenes and allyl-Si nucleophiles

D. Das, S. Pratihar, U. K. Roy, D. Mal and S. Roy, Org. Biomol. Chem., 2012, 10, 4537 DOI: 10.1039/C2OB25275A

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