Diastereoselective synthesis of functionalised carbazoles via a sequential Diels–Alder/ene reaction strategy

RSC Advances ◽  
2015 ◽  
Vol 5 (21) ◽  
pp. 16125-16152 ◽  
Author(s):  
Joseph Cowell ◽  
Matokah Abualnaja ◽  
Stephanie Morton ◽  
Ruth Linder ◽  
Faye Buckingham ◽  
...  
Keyword(s):  
Diels Alder ◽  
Diastereoselective Synthesis ◽  
Reaction Sequence ◽  
One Pot ◽  
Ene Reaction

A one-pot, three-component, synthesis of saturated carbazoles and related pyridazino[3,4-b]indoles is described, involving an intermolecular Diels–Alder/intermolecular ene reaction sequence with relative stereocontrol of up to four stereocentres.

Uncatalyzed diastereoselective synthesis of alkyliminofurochromone-derived benzylmalononitriles via a three-component cascade reaction: competition between Diels–Alder cycloaddition and Michael addition

2021 ◽  
Author(s):  
Mohammad Bagher Teimouri ◽  
Zahra Mokhtare ◽  
Hamid Reza Khavasi
Keyword(s):  
Michael Addition ◽  
Heterocyclic Ring ◽  
Cascade Reaction ◽  
Diels Alder ◽  
Chemical Bonds ◽  
Diastereoselective Synthesis ◽  
Atom Economy ◽  
One Pot

Three new chemical bonds and three stereogenic centres and one heterocyclic ring were assembled stereoselectively in a convenient high atom-economy one-pot operation.

ChemInform Abstract: Three-Component, One-Pot Diastereoselective Synthesis of 4-Amidotetrahydropyrans via the Prins-Ritter Reaction Sequence.

ChemInform ◽  
2008 ◽  
Vol 39 (38) ◽  
Author(s):  
J. S. Yadav ◽  
B. V. Subba Reddy ◽  
S. Aravind ◽  
G. G. K. S. Narayana Kumar ◽  
C. Madhavi ◽  
...  
Keyword(s):  
Ritter Reaction ◽  
Diastereoselective Synthesis ◽  
Reaction Sequence ◽  
One Pot

ChemInform Abstract: Diastereoselective Synthesis of Functionalized Carbazoles via a Sequential Diels-Alder/Ene Reaction Strategy.

ChemInform ◽  
2015 ◽  
Vol 46 (28) ◽  
pp. no-no
Author(s):  
Joseph Cowell ◽  
Matokah Abualnaja ◽  
Stephanie Morton ◽  
Ruth Linder ◽  
Faye Buckingham ◽  
...  
Keyword(s):  
Diels Alder ◽  
Diastereoselective Synthesis ◽  
Ene Reaction

Three-component, one-pot diastereoselective synthesis of 4-amidotetrahydropyrans via the Prins–Ritter reaction sequence

Tetrahedron ◽  
2008 ◽  
Vol 64 (13) ◽  
pp. 3025-3031 ◽  
Author(s):  
J.S. Yadav ◽  
B.V. Subba Reddy ◽  
S. Aravind ◽  
G.G.K.S. Narayana Kumar ◽  
C. Madhavi ◽  
...  
Keyword(s):  
Ritter Reaction ◽  
Diastereoselective Synthesis ◽  
Reaction Sequence ◽  
One Pot

Entry into (E)-3-(1,2,4-oxadiazol-5-yl)acrylic acids via a one-pot ring-opening/ring-closing/retro-Diels-Alder reaction sequence

2020 ◽  
Vol 61 (9) ◽  
pp. 151543 ◽  
Author(s):  
Sofia Presnukhina ◽  
Marina Tarasenko ◽  
Sergey Baykov ◽  
Sergey N. Smirnov ◽  
Vadim P. Boyarskiy ◽  
...  
Keyword(s):  
Ring Opening ◽  
Alder Reaction ◽  
Diels Alder ◽  
Reaction Sequence ◽  
One Pot ◽  
Diels Alder Reaction ◽  
Acrylic Acids

A propagation mechanism involving an alternating Diels-Alder-ene reaction sequence

1972 ◽  
Vol 10 (10) ◽  
pp. 805-816 ◽  
Author(s):  
Kenneth B. Wagener ◽  
S. Richard Turner ◽  
George B. Butler
Keyword(s):  
Diels Alder ◽  
Propagation Mechanism ◽  
Reaction Sequence ◽  
Ene Reaction

Novel Synthesis, Molecular Structure, and Theoretical Studies of Dispiro Compounds via Pseudo-eight-component Reaction

2014 ◽  
Vol 67 (11) ◽  
pp. 1656 ◽  
Author(s):  
Nourallah Hazeri ◽  
Mojtaba Lashkari ◽  
Santiago García-Granda ◽  
Laura Torre-Fernández
Keyword(s):  
Diels Alder ◽  
Quantum Mechanical ◽  
Theoretical Studies ◽  
Diastereoselective Synthesis ◽  
One Pot ◽  
X Ray ◽  
Complex Products ◽  
X Ray Crystallography ◽  
Novel Synthesis ◽  
The Stability

We have developed a diastereoselective synthesis of dispiro compounds through a one-pot domino pseudo-eight-component reaction of amines, aldehydes, and Meldrum’s acid. This method resulted in the generation of complex products with four stereocentres and involves formation of 10 new bonds. Quantum mechanical calculations were undertaken in order to determine the stability of the eight diastereomer structures of compound 4a. The crystal structure of 4k was determined by X-ray crystallography. Reaction mechanism can proceed through Knoevenagel, Aldol condensations, Diels-Alder cycloaddition, and Michael addition.

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