Recent developments in 1, 6-addition reactions of para-quinone methides (p-QMs)

JY Wang, WJ Hao, SJ Tu, B Jiang - Organic Chemistry Frontiers, 2020‏ - pubs.rsc.org
In recent years, para-quinone methides (p-QMs) have emerged as attractive and versatile
synthons in organic synthesis owing to their high reactivity. Consequently, p-QM chemistry …

para‐Quinone Methides as Acceptors in 1,6‐Nucleophilic Conjugate Addition Reactions for the Synthesis of Structurally Diverse Molecules

CGS Lima, FP Pauli, DCS Costa… - European Journal of …, 2020‏ - Wiley Online Library
para‐Quinone methides (p‐QMs) are naturally occurring molecules that have been finding
increasing synthetic applications in the last few years. The presence of two electronically …

Aza‐Michael Reaction: A Decade Later–Is the Research Over?

A Yu. Rulev - European Journal of Organic Chemistry, 2023‏ - Wiley Online Library
Abstract The 1, 4‐conjugated addition of nitrogen centered nucleophiles to electron‐
deficient alkenes, historically called the aza‐Michael addition, is one of the most significant …

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 …

Organocatalytic Enantioselective 1,6‐aza‐Michael Addition of Isoxazolin‐5‐ones to p‐Quinone Methides

R Torán, C Vila, A Sanz‐Marco… - European Journal of …, 2020‏ - Wiley Online Library
A thiourea‐Brønsted base bifunctional catalyst allowed the enantioselective 1, 6‐aza‐
Michael addition of isoxazolin‐5‐ones to p‐quinone methides to give isoxazolin‐5‐ones …

1, 6-Addition of vinyl p-quinone methides with cyclic sulfamidate imines: access to 4-hydroxyaryl-2, 6-diarylpyridines

S Guin, SK Gudimella, S Samanta - Organic & Biomolecular Chemistry, 2020‏ - pubs.rsc.org
A simple and powerful one-pot regioselective 1, 6-addition elimination–6π-aza-
electrocyclization–aromatization reaction of vinyl/dienyl-substituted para-quinone methides …

1, 6-Aza-Michael addition of para-quinone methides with N-heterocycles catalyzed by Zn (OTf) 2: A regioselective approach to N-diarylmethyl-substituted heterocycles

S Guin, HK Saha, AK Patel, SK Gudimella, S Biswas… - Tetrahedron, 2020‏ - Elsevier
Abstract An efficient Zn (OTf) 2-catalyzed regioselective C–N bond making reaction between
a bunch of aryl/heteroaryl-substituted para-quinone methides as ideal 1, 6-acceptors and …

Benzhydryl amines: Synthesis and their biological perspective

D Roy, G Panda - ACS omega, 2019‏ - ACS Publications
The current review describes the recent progress in the chemistry and biology of the
benzhydryl amines where the central carbon atom is directly attached to the nitrogen atom of …

Triphenylcarbenium Tetrafluoroborate‐Catalyzed 1,6‐Addition of 1‐Aminobenzotriazole to p‐Quinone Methides: Synthesis of Diarylmethylamines

R Song, C Zhuo, W Si, X Wu, T Guan… - … Synthesis & Catalysis, 2022‏ - Wiley Online Library
A metal‐free synthesis of diarylmethylamines via triphenylcarbenium tetrafluoroborate‐
catalyzed 1, 6‐addition of 1‐aminobenzotriazole to p‐quinone methides (p‐QMs) was …

Metal-free, Tf2NH-catalyzed 1, 6-conjugate addition of imidazopyridine to para-quinone methides: Easy access to C3-functionalized triarylmethane imidazopyridine

NS Khonde, MS Said, JK Sabane, JM Gajbhiye… - Tetrahedron, 2021‏ - Elsevier
An inexpensive and commercially available Tf 2 NH-catalyzed 1, 6-conjugate addition of
imidazopyridine (IMPY) heterocycles to para-quinone methides (p-QMs) is reported. The …