Efficient synthesis of novel cyclic fused-phenothiazines via domino cyclization of 2-(benzo[b][1,4]thiazin-3-ylidene)acetate, aromatic aldehydes and cyclic 1,3-diketones
Literature Information
Publication Date
2019-08-30
DOI
10.1039/C9QO00951E
Impact Factor
5.281
Authors
Jing Sun, Quan-Shun Sun, Chao-Guo Yan
View Original
Abstract
Functionalized 2,3,4,7-tetrahydrobenzo[c]phenothiazines and 7,9,10,12-tetrahydrobenzo[b]phenothiazines were selectively synthesized from a three-component reaction of aromatic aldehydes, cyclic 1,3-diketones and methyl 2-(benzo[b][1,4]thiazin-3-ylidene)acetate in refluxing AcOH/CH3CN medium or in refluxing acetic acid. On the other hand, the domino cyclization reaction of aromatic aldehydes with methyl 2-(benzo[b][1,4]thiazin-3-ylidene)acetate in AcOH/CH3CN medium resulted in polycyclic 8,14-methanobenzo[2,3][1,4]thiazocino[6,7-a]phenothiazines in satisfactory yields. Additionally, similar reactions with some typical 1,2-dicarbonyl compounds afforded diverse polycyclic compounds.
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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
BIS(I-PROPYLCYCLOPENTADIENYL)TITANIUM DICHLORIDE
CAS Number:
12130-65-3
Molecular Formula:
C16H22Cl2Ti
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