10206-05-0

Basic information

• Product Name: 2-(4-methoxyphenyl)-phenanthro<9,10-d>oxazole
• Synonyms: 2-(4-methoxyphenyl)-phenanthro<9,10-d>oxazole
• CAS NO: 10206-05-0
• Molecular Weight: 325.367
• Mol File: 10206-05-0.mol

Chemical Properties

• CAS DataBase Reference: 2-(4-methoxyphenyl)-phenanthro<9,10-d>oxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-methoxyphenyl)-phenanthro<9,10-d>oxazole(10206-05-0)
• EPA Substance Registry System: 2-(4-methoxyphenyl)-phenanthro<9,10-d>oxazole(10206-05-0)

Safety Data

• Hazardous Substances Data: 10206-05-0(Hazardous Substances Data)

Upstream product

• 3942-85-6 10-imino-10H-phenanthren-9-one 
• 123-11-5 4-methoxy-benzaldehyde 
• 104-01-8 4-Methoxyphenylacetic acid 
• 99894-35-6 10-(methoxyimino)phenanthren-9-one 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 156780-52-8 2-(4-methoxyphenyl)-1,3-oxazole 
• 115420-82-1 2,3-dihydro-2,2,2-triphenylphenanthro<9,10-d>-1,3,2λ⁵-oxazaphosphole 
• 2393-23-9 4-methoxy-benzylamine 
• 84-11-7 9,10-phenanthrenequinone 
• 23786-14-3 4-methoxy-phenyl acetic acid methyl ester 
• 89968-51-4 10-(methoxyimino)phenanthren-9-one 
• 105-13-5 4-Methoxybenzyl alcohol 
• 104-93-8 p-methylanizole 
• 55586-24-8 10-amino-phenanthren-9-ol 

Relevant articles and documents

Reaction Conditions for the Regiodivergent Direct Arylations at C2- or C5-Positions of Oxazoles using Phosphine-Free Palladium Catalysts

Two sets of reaction conditions for the regiodivergent C2- or C5- direct arylations of oxazole are reported. In both cases, phosphine-free catalysts and inexpensive bases were employed allowing the access to the arylated oxazoles in moderate to high yields. Using Pd(OAc)2/KOAc as catalyst and base, regioselective C5-arylations were observed; whereas, using Pd(acac)2/Cs2CO3 system, the arylation occurred at the C2-position of oxazole. The higher reactivity of C5-H bond of oxazole as compared to the C2-H bond in the presence of Pd(OAc)2/KOAc system is consistent with a concerted metalation deprotonation mechanism; whereas the C2-arylation likely occurs via a simple base deprotonation of the oxazole C2-position. Then, from these C2- or C5-arylated oxazoles, a second palladium-catalyzed direct C?H bond arylation affords 2,5-diaryloxazoles with two different aryl groups. We also applied these sequential arylations to the straightforward synthesis of 2-arylphenanthro[9,10-d]oxazoles via three C?H bond functionalization steps. The Ru-catalyzed C?H arylation of the aryl unit of 2-aryloxazoles is also described. (Figure presented.).

The preparation of annulated 1,3-oxazoles from 1,3,2-oxazaphospholes and aldehydes

The reactions of 2,3-dihydro-2,2,2-triphenylphenanthro[9,10-d]-1,3,2-λ5-oxazaphospholes with aromatic aldehydes lead to the corresponding 2-substituted phenanthro[9,10-d][1,3]oxazoles via an aza-Wittig reaction in good yields.

A convenient strategy to 2,4,5-triaryl and 2-alkyl-4,5-diaryl oxazole derivatives through silver-mediated oxidative CO cross coupling/cyclization

This is a silver(I) mediated Cα(sp3)H activation of primary amines followed by oxidative CO cross coupling/cyclization for the construction of 2,4,5-triaryl and 2-alkyl-4,5-diaryl oxazole derivatives. The protocol has been successfully utilized to synthesize the oxazole derivatives in good to excellent yields. In this oxidative coupling, the silver species after the reaction was successfully re-synthesized and reused with almost a similar activity.

1,4-Benzoxazin-2-ones, benzo[d]oxazoles and 2H-1,4-benzoxazines from the reaction of 2-(methoxyimino)benzen-1-ones with arylacetates, arylacetic acids and trans-stilbene

10-(Methoxyimino)phenanthrene-9-one 1 reacts thermally with the arylacetic derivatives 2(a-j) to yield the corresponding 1,4-benzoxazin-2-ones 4(a-d,f) and benzo[d]oxazoles 5(a-e,g). Similarly, reaction of the monoximes 7a, 7b with compounds 2a, 2d respectively affords 8a, 8b, while action of trans-stilbene on the monoximes 1, 7a, 7b leads to the 1,4-benzoxazines 10, 11, 13, obtained along with the corresponding 2-phenyloxazoles 5a, 8a, 8c and compound 12.

SPECTRAL AND LUMINESCENCE PROPERTIES OF DERIVATIVES OF 2-ARYLPHENANTHROXAZOLE

Certain 2-aryl derivatives of phenanthrazole have been synthsized and their spectral and luminescence properties have been investigated.It has been shown that the introduction of acceptor substituents into the para position of the 2-phenyl radical c

Synthesis of Phenanthrooxazoles from 10-(Methoxyimino)phenantrene-9-one

10-(Methoxyimino)phenanthren-9-one 3 easily reacts with the methyl substituted aromatics 4(a-d), as well as with α-bromo-p-xylene 6 and the α-substituted methyl derivatives 7(a-i), to afford in 5-64percent yield the corresponding 2-aryl substituted phenanthrooxazoles 5(a-g), most probably via a free radical reaction sequence.In several cases the unsubstituted oxazole 12 is also obtained, while reaction of compound 3 with the N-methyl substituted amines 7g and 14(a,b) leads to the aminooxazoles 13 and 15(a,b) respectively.

SYNTHESIS OF SOME FUSED PYRIDINE- AND OXAZOLE-POLYCYCLIC SYSTEM FROM 10-(METHOXYIMINO)PHENANTHREN-9-ONE

10-(Methoxyimino)phenanthren-9-one (1) reacts with DMAD (2) in dioxane to give dimethyl 7-oxo-7H-dibenzoquinoline-4,5-dicarboxylate 4, whereas from the reaction of 1 with 2 in toluene besides 4, the oxazole 5 and also dimethyl 2-phenyldibenzoqu