Hexadehydro-Diels–Alder reaction: Benzyne generation via cycloisomerization of tethered triynes
LL Fluegel, TR Hoye - Chemical reviews, 2021 - ACS Publications
The hexadehydro-Diels–Alder (HDDA) reaction is the thermal cyclization of an alkyne and a
1, 3-diyne to generate a benzyne intermediate. This is then rapidly trapped, in situ, by a …
1, 3-diyne to generate a benzyne intermediate. This is then rapidly trapped, in situ, by a …
Methodology and applications of the hexadehydro-Diels–Alder (HDDA) reaction
OJ Diamond, TB Marder - Organic Chemistry Frontiers, 2017 - pubs.rsc.org
The hexadehydro-Diels–Alder (HDDA) reaction between an alkyne and a 1, 3-diyne has
recently become a rapidly growing area in the field of aryne chemistry. Both concerted and …
recently become a rapidly growing area in the field of aryne chemistry. Both concerted and …
The renaissance and bright future of synthetic aryne chemistry
Recent developments in aryne chemistry are reviewed with a particular focus on synthetic
methods. This includes an overview of the precursors of arynes and their activators; the …
methods. This includes an overview of the precursors of arynes and their activators; the …
Aryne 1, 2, 3-trifunctionalization with aryl allyl sulfoxides
Y Li, D Qiu, R Gu, J Wang, J Shi… - Journal of the American …, 2016 - ACS Publications
An aryne 1, 2, 3-trisubstitution with aryl allyl sulfoxides is accomplished, featuring an
incorporation of C–S, C–O, and C–C bonds on the consecutive positions of a benzene ring …
incorporation of C–S, C–O, and C–C bonds on the consecutive positions of a benzene ring …
Reactions of hexadehydro-Diels–Alder benzynes with structurally complex multifunctional natural products
SP Ross, TR Hoye - Nature chemistry, 2017 - nature.com
An important question in organic chemistry concerns the extent to which benzynes—one of
the classical reactive intermediates in organic chemistry—can react in discriminating fashion …
the classical reactive intermediates in organic chemistry—can react in discriminating fashion …
Reactions of HDDA-derived benzynes with sulfides: Mechanism, modes, and three-component reactions
We report here reactions of alkyl sulfides with benzynes thermally generated by the
hexadehydro-Diels–Alder (HDDA) cycloisomerization. The initially produced 1, 3-betaine (o …
hexadehydro-Diels–Alder (HDDA) cycloisomerization. The initially produced 1, 3-betaine (o …
Metal-free homo-/cross-anion–cation coupling of cyclic diaryl λ 3-bromanes
Y Wang, YN Tian, S Ren, R Zhu, B Huang… - Organic Chemistry …, 2023 - pubs.rsc.org
The homo anion–cation coupling of cyclic diaryl λ3-bromanes/diarylbrominiums, which was
not reported in previous reports, has been disclosed for the first time. The competition …
not reported in previous reports, has been disclosed for the first time. The competition …
Photochemical hexadehydro-Diels–Alder reaction
We demonstrate that the hexadehydro-Diels–Alder (HDDA) cycloisomerization reaction to
produce reactive benzyne derivatives can be initiated photochemically. As with the thermal …
produce reactive benzyne derivatives can be initiated photochemically. As with the thermal …
[HTML][HTML] Intramolecular hydride transfer onto arynes: redox-neutral and transition metal-free C (sp 3)–H functionalization of amines
Transition metal-free intramolecular hydride transfer onto arynes is reported for the first time.
This unique transformation is utilized in redox-neutral intermolecular α-functionalization …
This unique transformation is utilized in redox-neutral intermolecular α-functionalization …
The pentadehydro-diels–alder reaction
Abstract In the classic Diels–Alder [4+ 2] cycloaddition reaction, the overall degree of
unsaturation (or oxidation state) of the 4π (diene) and 2π (dienophile) pairs of reactants …
unsaturation (or oxidation state) of the 4π (diene) and 2π (dienophile) pairs of reactants …