Download PDF
Synlett 2012(5): 685-698  
DOI: 10.1055/s-0031-1290350
ACCOUNT
© Georg Thieme Verlag Stuttgart ˙ New York

Molybdenum Hexacarbonyl Mediated CO Gas-Free Carbonylative Reactions

Luke R. Odell*, Francesco Russo, Mats Larhed*
Department of Medicinal Chemistry, Organic Pharmaceutical Chemistry, BMC, Uppsala University, Box 574, SE-75123 Uppsala, Sweden
Fax: +46184714474; e-Mail: luke.odell@orgfarm.uu.se; e-Mail: mats.larhed@orgfarm.uu.se;
Further Information

Publication History

Received 31 August 2011
Publication Date:
10 February 2012 (online)

    Permissions and Reprints All articles of this category

Abstract

This Account summarizes predominately our own experiences in developing microwave-heated palladium-catalyzed Mo(CO)6-mediated gas-free carbonylative reactions, although contributions from other groups, including non-palladium-catalyzed examples, have also been covered. Presented reactions include amino-, amido-, and alkoxycarbonylations as well as carbonylative cyclizations and carbonylative cross-couplings, using Mo(CO)6 as a solid source of CO. The methodology was developed mainly for rapid small-scale applications, avoiding the problematic use of gaseous CO in a standard laboratory. In most cases, the reported Mo(CO)6-mediated carbonylations were conducted in sealed vessels and with reaction times of less than 1 hour. The Account also highlights relevant applications in medicinal and high-speed chemistry.

1 Introduction

2 Mo(CO)6-Promoted Carbonylations - The Beginning

3 Aminocarbonylations

4 Amidocarbonylations

5 Alkoxy- and Hydroxycarbonylations

6 Carbonylative Ring Closing of Aryl Halides

7 Carbonylative Cross-Couplings

8 Palladium-Free Mo(CO)6-Promoted Carbonylations

9 Summary and Outlook

Key words

carbonylation - molybdenum - multicomponent reaction - palladium - catalysis

3

For a more detailed discussion on the reaction mechanism, see references 2c-f and the articles cited therein.