A palladium/norbornene cooperative catalysis to access N-containing bridged scaffolds
A palladium/norbornene cooperative catalysis promoted annulation involving an ortho -C-H amination and intramolecular Heck cascade between aryl iodides and functionalized amination reagents is reported, thereby providing a highly convergent access to the unique N-containing bridged scaffolds: hexahy...
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| Published in | Chemical communications (Cambridge, England) Vol. 55; no. 6; pp. 8816 - 8819 |
|---|---|
| Main Authors | , , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
CAMBRIDGE
Royal Soc Chemistry
23.07.2019
Royal Society of Chemistry |
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| Abstract | A palladium/norbornene cooperative catalysis promoted annulation involving an
ortho
-C-H amination and intramolecular Heck cascade between aryl iodides and functionalized amination reagents is reported, thereby providing a highly convergent access to the unique N-containing bridged scaffolds: hexahydro-2,6-methano-1-benzazocine. The salient features of the reaction include its broad substrate scope (with respect to aryl iodides), its high step economy, and good chemoselectivity. Preliminary studies underscore the future promise of rendering this Catellani-type annulation enantioselective.
A palladium/norbornene cooperative catalysis promoted annulation involving an
ortho
-C-H amination and intramolecular Heck cascade between aryl iodides and functionalized amination reagents is reported, thereby providing a highly convergent access to the unique N-containing bridged scaffolds: hexahydro-2,6-methano-1-benzazocine. |
|---|---|
| AbstractList | A palladium/norbornene cooperative catalysis promoted annulation involving an ortho-C-H amination and intramolecular Heck cascade between aryl iodides and functionalized amination reagents is reported, thereby providing a highly convergent access to the unique N-containing bridged scaffolds: hexahydro-2,6-methano-1-benzazocine. The salient features of the reaction include its broad substrate scope (with respect to aryl iodides), its high step economy, and good chemoselectivity. Preliminary studies underscore the future promise of rendering this Catellani-type annulation enantioselective. A palladium/norbornene cooperative catalysis promoted annulation involving an ortho -C–H amination and intramolecular Heck cascade between aryl iodides and functionalized amination reagents is reported, thereby providing a highly convergent access to the unique N-containing bridged scaffolds: hexahydro-2,6-methano-1-benzazocine. The salient features of the reaction include its broad substrate scope (with respect to aryl iodides), its high step economy, and good chemoselectivity. Preliminary studies underscore the future promise of rendering this Catellani-type annulation enantioselective. A palladium/norbornene cooperative catalysis promoted annulation involving an ortho-C-H amination and intramolecular Heck cascade between aryl iodides and functionalized amination reagents is reported, thereby providing a highly convergent access to the unique N-containing bridged scaffolds: hexahydro-2,6-methano-1-benzazocine. The salient features of the reaction include its broad substrate scope (with respect to aryl iodides), its high step economy, and good chemoselectivity. Preliminary studies underscore the future promise of rendering this Catellani-type annulation enantioselective.A palladium/norbornene cooperative catalysis promoted annulation involving an ortho-C-H amination and intramolecular Heck cascade between aryl iodides and functionalized amination reagents is reported, thereby providing a highly convergent access to the unique N-containing bridged scaffolds: hexahydro-2,6-methano-1-benzazocine. The salient features of the reaction include its broad substrate scope (with respect to aryl iodides), its high step economy, and good chemoselectivity. Preliminary studies underscore the future promise of rendering this Catellani-type annulation enantioselective. A palladium/norbornene cooperative catalysis promoted annulation involving an ortho -C-H amination and intramolecular Heck cascade between aryl iodides and functionalized amination reagents is reported, thereby providing a highly convergent access to the unique N-containing bridged scaffolds: hexahydro-2,6-methano-1-benzazocine. The salient features of the reaction include its broad substrate scope (with respect to aryl iodides), its high step economy, and good chemoselectivity. Preliminary studies underscore the future promise of rendering this Catellani-type annulation enantioselective. A palladium/norbornene cooperative catalysis promoted annulation involving an ortho -C-H amination and intramolecular Heck cascade between aryl iodides and functionalized amination reagents is reported, thereby providing a highly convergent access to the unique N-containing bridged scaffolds: hexahydro-2,6-methano-1-benzazocine. |
| Author | Liu, Ze-Shui Cheng, Hong-Gang Li, Lisha Hua, Yu Cong, Hengjiang Zhou, Qianghui Gao, Qianwen |
| AuthorAffiliation | Sauvage Center for Molecular Sciences Wuhan University College of Chemistry and Molecular Sciences Engineering Research Center of Organosilicon Compounds & Materials (Ministry of Education) The Institute for Advanced Studies, Wuhan University |
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| Keywords | AROMATIC FUNCTIONALIZATION SEQUENTIAL REACTIONS PALLADIUM NORBORNENE PD ALPHA-ARYLATION ARYL IODIDES CATELLANI REACTION C-H FUNCTIONALIZATION TETRASUBSTITUTED HELICAL ALKENES |
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| Snippet | A palladium/norbornene cooperative catalysis promoted annulation involving an
ortho
-C-H amination and intramolecular Heck cascade between aryl iodides and... A palladium/norbornene cooperative catalysis promoted annulation involving an ortho -C–H amination and intramolecular Heck cascade between aryl iodides and... A palladium/norbornene cooperative catalysis promoted annulation involving an ortho-C-H amination and intramolecular Heck cascade between aryl iodides and... A palladium/norbornene cooperative catalysis promoted annulation involving an ortho-C–H amination and intramolecular Heck cascade between aryl iodides and... |
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| SubjectTerms | amination Aromatic compounds Catalysis catalytic activity Chemical reactions Chemistry Chemistry, Multidisciplinary chemoselectivity Crystallography Enantiomers enantioselectivity Iodides Organic chemistry organoiodine compounds Palladium Physical Sciences Reagents Scaffolds Science & Technology Substrates |
| Title | A palladium/norbornene cooperative catalysis to access N-containing bridged scaffolds |
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