Domino aziridine ring opening and Buchwald–Hartwig type coupling-cyclization by palladium catalyst

Authors :: Govindasamy Sekar
R. Koteshwar Rao
Iyyanar Karthikeyan
Source :: Tetrahedron. 68:9090-9094
Publication Year :: 2012
Publisher :: Elsevier BV, 2012.
Abstract: Highly important trans-3,4-dihydro-2H-1,4-benzoxazine moieties were easily synthesized by domino aziridine ring opening with o-bromophenols and o-chlorophenols followed by the palladium catalyzed coupling-cyclization (intramolecular C (aryl)-N (amide) bond formation) with good to excellent yields. � 2012 Elsevier Ltd. All rights reserved.

Subjects :: cyclization
synthesis
aziridine
8 methyl 10 tosyl 2,3,4,4a,10,10a hexahydro 1h phenoxazine
chemistry.chemical_element
3,4 dihydro 2h 1,4 benzoxazine
Ring (chemistry)
3a,9a 7 methoxy 9 tosyl 1,2,3,3a,9,9a hexahydrobenzo[b]cyclopenta[e][1,4]oxazine
proton nuclear magnetic resonance
Biochemistry
Medicinal chemistry
Catalysis
chemistry.chemical_compound
benzoxazine derivative
Cascade reaction
Amide
Drug Discovery
6 chloro 3 phenyl 4 tosyl 3,4 dihydro 2h benzo[b][1,4]oxazine
chlorophenol
chemical bond
ring opening
solvent effect
Aryl
brocresine
Organic Chemistry
palladium complex
carbon nuclear magnetic resonance
Aziridine
4a,10a 8 phenyl 10 tosyl 2,3,4,4a,10,10a hexahydro 1h phenoxazine
Buchwald hartwig type coupling cyclization
unclassified drug
priority journal
chemistry
Intramolecular force
chemical structure
8 methoxy 10 tosyl 2,3,4,4a,10,10a hexahydro 1h phenoxazine
2 methoxy 11 tosyl 5a,6,7,8,9,10,10a,11 octahydrobenzo[b]cyclohepta[e][1,4]oxazine
3 phenyl 4 tosyl 3,4 dihydro 2h benzo[b][1,4]oxazine
chemical modification
catalyst
Palladium

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