2-Methyl-2-propanyl 4-iodo-1-piperidinecarboxylate
CAS Number:
301673-14-3
Molecular Formula:
C10H18INO2
Synthesis of chromeno[4,3-b]quinolines and spirobenzofuran-3,3′-quinolines through silver-mediated Appel reaction/C–Br bond cleavage/double selective rearrangement sequence
Literature Information
Publication Date
2019-05-06
DOI
10.1039/C9QO00417C
Impact Factor
5.281
Authors
Hong-Ping Zhao, Xiao-Pan Ma, Shu-Min Nie, Yuhong Xiao, Dong-Liang Mo
View Original
Abstract
Various chromeno[4,3-b]quinolines and spirobenzofuran-3,3′-quinolines were prepared in good to excellent yields through a reduction and silver-mediated Appel reaction/sequential C–Br bond cleavage/double selective rearrangement cascade strategy from easily available chromeno[4,3-b]indolecarbaldehydes. Cross-over experiments revealed that the group migration occurred intramolecularly and the electronic effect on styrenyl groups had a little effect on the migration step. Two novel quinoline scaffolds were easily prepared on a gram scale by simple operation.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
Oxalic acid compound with cyclohexylsulfamothioic O-acid (11)
CAS Number:
31895-22-4
Molecular Formula:
C7H13NO4S3
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