Aminocarbonylations Employing Mo(CO)6 and a Bridged Two-Vial System: Allowing the Use of Nitro Group Substituted Aryl Iodides and Aryl Bromides | Zendy

Patrik Nordeman | Zendy; Luke R. Odell | Zendy; Mats Larhed | Zendy

Open Access

Aminocarbonylations Employing Mo(CO)₆ and a Bridged Two-Vial System: Allowing the Use of Nitro Group Substituted Aryl Iodides and Aryl Bromides

Author(s) -

Patrik Nordeman,

Luke R. Odell,

Mats Larhed

Publication year - 2012

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/jo302322w

Subject(s) - nitro , aryl , aniline , chemistry , nucleophile , medicinal chemistry , palladium , catalysis , combinatorial chemistry , organic chemistry , alkyl

A bridged two-vial system aminocarbonylation protocol where Mo(CO)(6) functions as an external in situ solid source of CO has been developed. For the first time both nitro group containing aryl/heteroaryl iodides and bromides gave good to excellent yields in the Mo(CO)(6)-mediated and palladium(0)-catalyzed conversion to benzamides, while the identical one-vessel protocol afforded extensive reduction of the nitro functionality. The above-mentioned bridged two-compartment protocol furnished good results with both primary amines and secondary amines and sluggish aniline nucleophiles at 65-85 °C reaction temperatures.

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