Recent advances in the application of Diels–Alder reactions involving o-quinodimethanes, aza-o-quinone methides and o-quinone methides in natural product total …

B Yang, S Gao - Chemical Society Reviews, 2018 - pubs.rsc.org
In recent decades, transient and highly reactive ortho-quinodimethanes (o-QDMs), ortho-
quinone methides (o-QMs) and aza-ortho-quinone methides (aza-o-QMs) have attracted …

ortho-Quinone methides as key intermediates in cascade heterocyclizations

DV Osipov, VA Osyanin… - Russian Chemical …, 2017 - iopscience.iop.org
Abstract Development of new methods of heterocyclic synthesis is still a topical issue. In this
connection, the trend related to the use of highly reactive o-quinone methides for the …

Multifaceted chemical behaviour of metallocene (M= Fe, Os) quinone methides. Their contribution to biology

A Vessieres, Y Wang, MJ McGlinchey… - Coordination Chemistry …, 2021 - Elsevier
Organometallic quinone methides (OM-QMs) have unique chemical and biological
properties compared to their purely organic counterparts, but their originality has not …

Lewis Base-Catalyzed [4 + 3] Annulation of ortho-Quinone Methides and MBH Carbonates: Synthesis of Functionalized Benzo[b]oxepines Bearing Oxindole …

JY Du, YH Ma, FX Meng, RR Zhang, RN Wang… - Organic …, 2019 - ACS Publications
A novel Lewis base-catalyzed [4+ 3] annulation process for the construction of benzo [b]
oxepine scaffolds has been developed. 1, 4-Diazabicyclo [2.2. 2] octane (DABCO) promotes …

ortho‐Quinones and Analogues Thereof: Highly Reactive Intermediates for Fast and Selective Biofunctionalization

JJ Bruins, B Albada, F van Delft - Chemistry–A European …, 2018 - Wiley Online Library
Fast, selective and facile functionalization of biologically relevant molecules is a pursuit of
ever‐growing importance. A promising approach in this regard employs the high reactivity of …

Hydride transfer enabled switchable dearomatization of indoles in the carbocyclic ring and the pyrrole ring

K Duan, H Shi, LX Wang, SS Li, L Xu… - Organic Chemistry …, 2020 - pubs.rsc.org
Hydride transfer enabled the first success of the regioselective dearomatization of indoles in
the carbocyclic ring and the pyrrole ring, which was induced by ortho-quinone methides and …

Cycloaddition reactions of o-quinone methides with polarized olefins

VA Osyanin, AV Lukashenko… - Russian Chemical …, 2021 - iopscience.iop.org
The review summarizes and systematizes the [4+ 2]-cycloaddition reactions of o-quinone
methides with electron-rich and electron-deficient olefins. The electron-rich substrates …

Reactivity vs. selectivity of quinone methides: synthesis of pharmaceutically important molecules, toxicity and biological applications

K Ali, P Mishra, A Kumar, DN Reddy… - Chemical …, 2022 - pubs.rsc.org
Quinone methides (QMs) are considered to be highly reactive intermediates because of their
aromatization both in chemical and biological systems. Being highly accessible, quinone …

Enantioselective synthesis of tetraarylmethanes through meta-hydroxyl-directed benzylic substitution

X Tan, Z Deng, Q Wang, S Chen, G Zhu, J Sun - Nature Synthesis, 2023 - nature.com
Benzylic carbocations bearing an ortho-or para-hydroxyl group can be stabilized by forming
quinone methides, which have been explored in enantioselective synthesis. However, those …

Asymmetric Synthesis of Remotely Chiral Naphthols and Naphthylamines via Naphthoquinone Methides

S Liu, KL Chan, Z Lin, J Sun - Journal of the American Chemical …, 2023 - ACS Publications
Quinone methides are well-established intermediates in asymmetric synthesis. In contrast,
their extended analogues with the carbonyl and methide units distributed across two …