54751-78-9

Upstream product

• 109-73-9 N-butylamine 
• 306990-95-4 (1H-benzo[d][1,2,3]triazol-1-yl)(naphthalen-1-yl)methanone 
• 90-11-9 1-Bromonaphthalene 
• 74734-13-7 naphthalen-8-yl pivalate 
• 111-36-4 n-butyl isocyanide 
• 90-14-2 1-Iodonaphthalene 
• 13939-06-5 molybdenum hexacarbonyl 
• 201230-82-2 carbon monoxide 

Relevant academic research and scientific papers

5-Bromo-norborn-2-en-7-one derivatives as a carbon monoxide source for palladium catalyzed carbonylation reactions

Norbornenone (5b), obtained from the reaction of 2,5-dimethyl-3,4-diphenylcyclopentadienone dimer (3) with bromomaleic anhydride (4b), provides an excellent base-triggered source of carbon monoxide for palladium-catalysed carbonylation reactions. Aminocarbonylation, ketoamide synthesis, and Suzuki-Miyaura reactions of aryl iodides carried out in a two-chamber reaction vessel gave good to excellent yields of carbonylated products.

Expedient carbonylation of aryl halides in aqueous or neat condition

An expedient and versatile, microwave-assisted procedure for the carbonylation of aryl halides with boronic acids, alcohols or amines in water or under neat conditions has been developed. The reaction is catalyzed by fluorous, oxime-based palladacycle 1 that shows an excellent recyclable property and low levels of Pd leaching. To demonstrate the usefulness of the protocol, we applied it to the preparation of compounds of pharmaceutical interest, including a precursor of the reverse transcriptase inhibitor, niacin, benzocaine and butamben.

Ni-catalyzed direct reductive amidation via C-O bond cleavage

A novel Ni-catalyzed reductive amidation of C(sp2)-O and C(sp3)-O electrophiles with isocyanates is described. This umpolung reaction allows for an unconventional preparation of benzamides using simple starting materials and easy-to-handle Ni catalysts.

Microwave-enhanced aminocarbonylations in water

(Chemical Equation Presented) Aryl bromides can be rapidly converted to the corresponding secondary and tertiary benzamides in water. By using Mo(CO) 6 as the source of carbon monoxide, aminocarbonylations were conducted under air after only 10

N-acylbenzotriazoles: Neutral acylating reagents for the preparation of primary, secondary, and tertiary amides

Readily available N-acylbenzotriazoles 2a-q efficiently acylate aqueous ammonia and primary and secondary amines to give primary, secondary, and tertiary amides in good to excellent yields. The wide applicability of the procedure is illustrated by the preparation of (i) α-hydroxyamides from α-hydroxy acids and of (ii) perfluoroalkylated amides.