The bio-based methyl coumalate involved Morita–Baylis–Hillman reaction
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چکیده
منابع مشابه
Understanding the domino reaction between 3-chloroindoles and methyl coumalate yielding carbazoles. A DFT study.
The molecular mechanism of the reaction between N-methyl-3-chloroindole and methyl coumalate yielding carbazole has been studied using DFT methods at the MPWB1K/6-311G(d,p) level in toluene. This reaction is a domino process that comprises three consecutive reactions: (i) a polar Diels-Alder (P-DA) reaction between indole and methyl coumalate yielding two stereoisomeric [2 + 4] cycloadducts (CA...
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Photochemical transformations of methyl coumalate have been studied by matrix-isolation technique. Two photoreactions were induced by UV (k > 295 nm) light: isomerisation to the Dewar form and a-bond cleavage leading to the open-ring aldehyde-ketene. The first photoprocess was found to be strongly dominating. Experimental evidence of photoreversibility of both photoisomerisation processes has b...
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The first successful inverse electron-demand Diels-Alder has been demonstrated with the 2-pyrone methyl coumalate in conjunction with substituted indoles. Utilizing 1-alkyl-3-chloroindoles as the electron-rich dienophile efficiently generates carbazoles without the need for additional metal catalysts. Through a thermal, one-pot Diels-Alder/decarboxylation/elimination domino sequence, access to ...
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ژورنال
عنوان ژورنال: Organic & Biomolecular Chemistry
سال: 2019
ISSN: 1477-0520,1477-0539
DOI: 10.1039/c9ob00328b