32114-46-8Relevant academic research and scientific papers
Improved carbonylation of heterocyclic chlorides and electronically challenging aryl bromides
Albaneze-Walker, Jennifer,Bazaral, Charles,Leavey, Tanya,Dormer, Peter G.,Murry, Jerry A.
, p. 2097 - 2100 (2007/10/03)
Optimized conditions are described that effect the carbonylation of diverse heterocyclic chlorides to yield the desired alkyl esters. In addition, bromoanilines and bromoanisoles, which normally are poor substrates under standard carbonylation protocols, were efficiently converted to the desired products under these new conditions. The nature of the metal bidentate ligand complex was found to be critical. Specifically, a correlation between ligand bite angle and catalytic efficiency is documented.
Aminodienylesters. I: The cycloaddition reactions of tert- aminodienylester with α,β-unsaturated carbonyl compounds, styrenes, and quinones
Koike, Takeshi,Tanabe, Mituharu,Takeuchi, Naoki,Tobinaga, Seisho
, p. 243 - 248 (2007/10/03)
Methyl 5-(N,N-dimethylamino)-2,4-pentadienoate (tert-aminodienylester 1) was synthesized by condensation of methyl crotonate (2) with N,N,N',N'- tetramethylenediamine (3). The reactivity of 1 was investigated with methyl propiolate (4), dimethyl 2-butynedionate (5), dimethyl maleate (6), dimethyl fumarate (7), 2-buten-4-olide (8), 2-cyclohexenone (9), styrene (10), trans- β-nitrostyrene (11), 1,4-benzoquinone (19), methyl 1,4-naphthoquinone-5- carboxylate (21), 1,4-naphthoquinone (24), juglone (26), 5-methoxy-1,4- naphthoquinone (28), naphthazarin (31), and naphthazarin dimethyl ether (33). In addition, 5-(N,N-dimethylamino)-2,4-pentadienenitrile (tert-aminodienyl- nitrile 37) was synthesized by condensation of crotononitrile (36) with 3. The reactivity of 37 was investigated with dimethyl 2-butynedionate (5), and 2-cyclohexenone (9).
