Gold-Catalyzed Formal Dehydro-Diels-Alder Reactions of Ene-Ynamide Derivatives Bearing Terminal Alkyne Chains: Scope and Mechanistic Studies

2018 ◽  
Vol 57 (41) ◽  
pp. 13603-13607 ◽  
Author(s):  
Qing Zhao ◽  
David Fabian León Rayo ◽  
Dominic Campeau ◽  
Martin Daenen ◽  
Fabien Gagosz
Keyword(s):  
Diels Alder ◽  
Terminal Alkyne ◽  
Mechanistic Studies

Gold-Catalyzed Formal Dehydro-Diels-Alder Reactions of Ene-Ynamide Derivatives Bearing Terminal Alkyne Chains: Scope and Mechanistic Studies

2018 ◽  
Vol 130 (41) ◽  
pp. 13791-13795 ◽  
Author(s):  
Qing Zhao ◽  
David Fabian León Rayo ◽  
Dominic Campeau ◽  
Martin Daenen ◽  
Fabien Gagosz
Keyword(s):  
Diels Alder ◽  
Terminal Alkyne ◽  
Mechanistic Studies

Mechanistic studies on the formal aza-Diels–Alder reactions of N-aryl imines: evidence for the non-concertedness under Lewis-acid catalysed conditions

2004 ◽  
Vol 2 (17) ◽  
pp. 2451-2460 ◽  
Author(s):  
Stephen Hermitage ◽  
Judith A. K. Howard ◽  
David Jay ◽  
Robin G. Pritchard ◽  
Michael R. Probert ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Diels Alder ◽  
Mechanistic Studies

Mechanistic Studies of Hydrazide-Catalyzed Enantioselective Diels−Alder Reactions

2006 ◽  
Vol 71 (12) ◽  
pp. 4663-4666 ◽  
Author(s):  
Mathieu Lemay ◽  
William W. Ogilvie
Keyword(s):  
Diels Alder ◽  
Mechanistic Studies

Mechanistic studies of the formation of cyclopropane-bearing systems through photoconversion of tropolone Diels–Alder adducts

Tetrahedron ◽  
2012 ◽  
Vol 68 (41) ◽  
pp. 8622-8629 ◽  
Author(s):  
Carlos Tabarez ◽  
Alexander Khrizman ◽  
Patrick Moyna ◽  
Guillermo Moyna
Keyword(s):  
Diels Alder ◽  
Mechanistic Studies

Asymmetric Diels–Alder reactions with hydrogen bonding heterogeneous catalysts and mechanistic studies on the reversal of enantioselectivity

Tetrahedron ◽  
2006 ◽  
Vol 62 (5) ◽  
pp. 1025-1032 ◽  
Author(s):  
Hong Wang ◽  
Xiaojing Liu ◽  
Haian Xia ◽  
Peng Liu ◽  
Jinbo Gao ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Heterogeneous Catalysts ◽  
Diels Alder ◽  
Mechanistic Studies

Acetic Acid-Promoted Rhodium(III)-Catalyzed Hydroarylation of Terminal Alkynes

Synlett ◽  
2019 ◽  
Vol 30 (08) ◽  
pp. 932-938 ◽  
Author(s):  
Chang-Lin Duan ◽  
Xing-Yu Liu ◽  
Yun-Xuan Tan ◽  
Rui Ding ◽  
Shiping Yang ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Functional Group ◽  
Bond Activation ◽  
Side Reactions ◽  
Terminal Alkynes ◽  
Terminal Alkyne ◽  
Mechanistic Studies ◽  
Mild Conditions ◽  
Reaction Proceeds

Rhodium(III)-catalyzed hydroarylation of terminal alkynes has not previously been achieved because of the inevitable oligomerization and other side reactions. Here, we report a novel Cp*Rh(III)-catalyzed hydroarylation of terminal alkynes in acetic acid as solvent to facilitate the C–H bond activation and subsequent transformations. This reaction proceeds under mild conditions, providing an effective approach to the synthesis of alkenylated heterocycles in high to excellent yields (31–99%) with a broad substrate scope (37 examples) and good functional-group compatibility. In this transformation, the loading of the alkyne can be reduced to 1.2 equivalents, which indicates the significant role of HOAc in lowering the reaction temperature and suppressing the oligomerization of the terminal alkyne. Preliminary mechanistic studies are also presented.

scholarly journals Studies on the Himbert Intramolecular Arene/Allene Diels–Alder Cycloaddition. Mechanistic Studies and Expansion of Scope to All-Carbon Tethers

2013 ◽  
Vol 135 (19) ◽  
pp. 7339-7348 ◽  
Author(s):  
Yvonne Schmidt ◽  
Jonathan K. Lam ◽  
Hung V. Pham ◽  
K. N. Houk ◽  
Christopher D. Vanderwal
Keyword(s):  
Diels Alder ◽  
Mechanistic Studies
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