The inverse electron demand Diels–Alder reaction, or DAINV or IEDDA is an organic chemical reaction, in which two new chemical bonds and a six-membered...
26 KB (2,637 words) - 20:27, 12 July 2024
substituents on the two components. In an inverse (reverse) electron-demand Diels–Alder reaction, electron-withdrawing substituents on the diene lower...
62 KB (7,088 words) - 00:41, 15 November 2024
Cycloaddition (redirect from Cycloaddition reaction)
including the inverse electron-demand Diels–Alder reaction, hexadehydro Diels–Alder reaction and the related alkyne trimerisation. The reaction can also be...
12 KB (1,313 words) - 01:23, 15 November 2024
Click chemistry (redirect from Click reaction)
referred to simply as Click reactions Thiol-ene reaction Diels-Alder reaction and inverse electron demand Diels-Alder reaction [4+1] cycloadditions between...
48 KB (5,450 words) - 01:17, 21 November 2024
1,3-Dipolar cycloaddition (redirect from Huisgen reaction)
than the electron-poor tetrachloroethene (see reactivity scale below). This type resembles the inverse electron-demand Diels-Alder reaction, in which...
65 KB (6,396 words) - 21:04, 1 August 2024
Boger pyridine synthesis (category Pyridine forming reactions)
Boger, who first reported it in 1981. The reaction is a form of inverse-electron demand Diels-Alder reaction in which an enamine reacts with a 1,2,4-triazine...
2 KB (266 words) - 18:45, 28 July 2016
(no. 5 in the Rawal synthesis). The key step was an inverse electron demand Diels–Alder reaction of cyclophane 1 by heating in N,N-diethylaniline (dinitrogen...
39 KB (4,087 words) - 03:50, 29 February 2024
synthesized from 2-hydroxy-4-methoxybenzaldehyde using the inverse electron-demand Diels–Alder reaction. Vanillin 2-Hydroxy-5-methoxybenzaldehyde Isovanillin...
2 KB (76 words) - 13:39, 29 January 2022
Lewis acid catalysis (category Chemical reactions)
SnCl4, AlCl3, and MeAlCl2 can catalyze both normal and inverse electron demand Diels-Alder reactions. The enhancement in rate is often dramatic, and regioselectivity...
45 KB (5,026 words) - 04:16, 15 October 2024
Grieco three-component condensation (category Organic reactions)
immonium diene in an Inverse electron-demand Diels–Alder reaction. Researchers have extended the Grieco three-component reaction to reactants or catalysts...
3 KB (345 words) - 13:45, 14 April 2024
high temperatures and reduced pressure. First an inverse-electron-demand hetero-Diels-Alder reaction occurred to give intermediate 45. Thermodynamically...
26 KB (2,826 words) - 18:23, 28 May 2024
electronic demand for the Diels–Alder reaction calls for an electron-rich diene to react with an electron-poor olefin (or "dienophile"), while the inverse electron-demand...
50 KB (6,209 words) - 14:32, 1 November 2024
symmetric, meaning the reaction between these species is allowed as well. This is referred to as the "inverse electron demand Diels–Alder." A sigmatropic rearrangement...
10 KB (1,348 words) - 23:09, 20 November 2024
Other authors have used it in inverse-electron-demand Diels–Alder reactions leading to sesquiterpene dimers or in reactions forming simple derivatives....
7 KB (618 words) - 01:46, 23 October 2024
Bioorthogonal chemistry (category Biochemical reactions)
is the reaction of a trans-cyclooctene and an s-tetrazine in an inverse-demand Diels Alder reaction followed by a retro-Diels Alder reaction to eliminate...
44 KB (5,098 words) - 05:29, 19 February 2024
Enol ether (section Reactions and uses)
electrophiles such as Bronsted acids. Similarly, they undergo inverse demand Diels-Alder reactions. The reactivity of enol ethers is highly dependent on the...
7 KB (801 words) - 17:32, 12 November 2024
Zheng H, Gu Y, Xu PF (March 2022). "Organocatalytic inverse-electron-demand Diels-Alder reaction between 5-alkenyl thiazolones and β,γ-unsaturated carbonyl...
23 KB (2,431 words) - 13:26, 9 January 2024
Dendralene (section Reactions)
pyridopyridazines via a diene-transmissive Diels–Alder reaction involving inverse electron-demand hetero Diels–Alder cycloaddition of cross-conjugated azatrienes...
12 KB (1,357 words) - 19:29, 27 October 2022
(2008). "The Tetrazine Ligation: Fast Bioconjugation based on Inverse-electron-demand Diels-Alder Reactivity". Journal of the American Chemical Society. 130...
15 KB (2,626 words) - 09:06, 16 November 2024
Hartmann and Heuschmann: Isolation of a Zwitterion in a Diels–Alder Reaction with Inverse Electron Demand; Angewandte Chemie; september 1989; Volume 28, Issue...
3 KB (322 words) - 10:12, 16 October 2021
setting the state for a variant of the Diels-Alder reaction termed an inverse demand Diels-Alder reaction (see curved arrows in image), which closes the...
12 KB (1,206 words) - 00:53, 22 February 2022
these properties are sometimes desirable. Also, acceleration of Diels-Alder reactions by water has been observed. Supercritical water has recently been...
171 KB (20,166 words) - 13:23, 10 November 2024