Catalytic Ring Expansion of Cyclic Hemiaminals for the Synthesis of Medium-Ring Lactams

2015 ◽  
Vol 127 (34) ◽  
pp. 10143-10146 ◽  
Author(s):  
Wanxiang Zhao ◽  
Hui Qian ◽  
Zigang Li ◽  
Jianwei Sun
Keyword(s):  
Ring Expansion ◽  
Medium Ring

ChemInform Abstract: Generation of Medium-Ring Cycloalkynes by Ring Expansion of Vinylogous Acyl Triflates.

ChemInform ◽  
2011 ◽  
Vol 42 (24) ◽  
pp. no-no
Author(s):  
Jumreang Tummatorn ◽  
Gregory B. Dudley
Keyword(s):  
Ring Expansion ◽  
Medium Ring

Preparation of Thieno[3,2-e][1,2]oxazepine, Thieno and [1]Benzothieno-[3,2-g][1,4]oxazonine, and 5H-Thieno and 1H-[1]Benzothieno-[3,2-h][1,5]oxazecine Derivatives by Ring Expansion Methods. X-Ray Crystal Structure of 1-Phenyl-1,3,4,5,6,7-hexahydro[1]benzothieno-[3,2-g][1,4]oxazonine-5-carbonitrile

1988 ◽  
Vol 41 (12) ◽  
pp. 1815 ◽  
Author(s):  
JB Bremner ◽  
EJ Browne ◽  
LM Engelhardt ◽  
CS Greenwood ◽  
AH White
Keyword(s):  
Molecular Structure ◽  
Crystal Structure ◽  
Tertiary Amine ◽  
Cyanogen Bromide ◽  
Crystal And Molecular Structure ◽  
Ring Expansion ◽  
Standard Methods ◽  
X Ray ◽  
Medium Ring

10-Phenyl-4,5,6,7,8,10-hexahydrothieno[3,2-g][1,4]oxazonine-6-carbonitrile (6a) and 11-phenyl-4,6,7,8,9,11-hexahydro-5H-thieno[3,2-h][1,5]oxazecine-6-carbonitrile (7a) were prepared in moderate yields by cyanogen bromide-induced ring expansion of tetrahydrothieno [2,3- c] pyridinylalkanol precursors (4a) and (5a), respectively. 1-Phenyl-1,3,4,5,6,7-hexahydro[1]- benzothieno [3,2-g][1,4]oxazonine-5-carbonitrile (6b) and 1-phenyl-3,4,5,6,7,8-hexahydro-1H- [1] benzothieno [3,2-h][1,5]oxazecine-6-carbonitrie (7b) were similarly prepared from the [1] benzothieno [2,3-c] pyridinylalkanol precursors (4b) and (5b). The medium-ring cyanamides (6b) and (7b) were converted by standard methods into their N-methyl analogues (8b) and (9b). 6-Methyl-8-phenyl-4,5,6,8-tetrahydrothieno[3,2-e][1,2] oxazepine (13) was prepared by thermal Meisenheimer rearrangement of the corresponding tertiary amine N-oxide (12). The compounds (6a, b), (7a, b) and (13) are each the first reported examples of new heterocyclic systems. The crystal and molecular structure of (6b) has been determined by X-ray crystallographic methods.

scholarly journals Synthesis of Benzannulated Medium-Ring Lactams via a Tandem Oxidative Dearomatization-Ring Expansion Reaction

2018 ◽  
Vol 24 (50) ◽  
pp. 13063-13063 ◽  
Author(s):  
Tezcan Guney ◽  
Todd A. Wenderski ◽  
Matthew W. Boudreau ◽  
Derek S. Tan
Keyword(s):  
Ring Expansion ◽  
Oxidative Dearomatization ◽  
Ring Expansion Reaction ◽  
Medium Ring

ChemInform Abstract: Medium-Ring Nitrogen Heterocycles Through Migratory Ring Expansion of Metalated Ureas.

ChemInform ◽  
2016 ◽  
Vol 47 (51) ◽  
Author(s):  
Jessica E. Hall ◽  
Johnathan V. Matlock ◽  
John W. Ward ◽  
Katharine V. Gray ◽  
Jonathan Clayden
Keyword(s):  
Nitrogen Heterocycles ◽  
Ring Expansion ◽  
Ring Nitrogen ◽  
Medium Ring

Generation of Medium-Ring Cycloalkynes by Ring Expansion of Vinylogous Acyl Triflates

2011 ◽  
Vol 13 (6) ◽  
pp. 1572-1575 ◽  
Author(s):  
Jumreang Tummatorn ◽  
Gregory B. Dudley
Keyword(s):  
Ring Expansion ◽  
Medium Ring

ChemInform Abstract: Catalytic Ring Expansion of Cyclic Hemiaminals for the Synthesis of Medium-Ring Lactams.

ChemInform ◽  
2015 ◽  
Vol 46 (52) ◽  
pp. no-no
Author(s):  
Wanxiang Zhao ◽  
Hui Qian ◽  
Zigang Li ◽  
Jianwei Sun
Keyword(s):  
Ring Expansion ◽  
Medium Ring
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