19772-61-3

Usage

Type of compound

Brominated indenone derivative

Common uses

Building block in organic synthesis and pharmaceutical research

Structural features

Bromine atom at the 2 position, phenyl group at the 3 position on the indenone ring

Potential applications

Medicinal chemistry, agrochemicals, and materials science

Known for

Being a useful intermediate in the development of various bioactive compounds and materials

Unique properties

Structural and chemical properties

Upstream product

• 67-56-1 methanol 
• 37528-66-8 2,3-dibromo-3-phenyl-indan-1-one 
• 18019-57-3 2'-benzoylacetophenone 
• 4541-91-7 2-bromo-3,3-diphenyl-acrylic acid 
• 16618-72-7 3-phenyl-1-indanone 
• 22679-42-1 2-ethylbenzophenone 
• 34136-59-9 o-ethylbenzonitrile 
• 5159-41-1 2-iodobenzyl alcohol 
• 26260-02-6 2-iodobenzaldehyde 
• 13093-22-6 2-chloro-3-phenylindenone 
• 150192-43-1 3-phenyl-2-(trimethylsilyl)-1H-inden-1-one 

Downstream Products

• 146796-63-6 (E)-3-phenylindene 1-oxime 
• 94224-67-6 ethyl 1-oxo-3-phenyl-1H-indene-2-carboxylate 
• 937079-98-6 3-phenyl-2-[2-(2-pyridyl)-1-ethynyl]-1H-1-indenone 
• 13304-52-4 2-methyl-3-phenylinden-1-one 
• 111550-95-9 6-phenylbenzoindeno<1,2-e>-1,4-thiazone 

Relevant academic research and scientific papers

PPh3·HBr-DMSO: A Reagent System for Diverse Chemoselective Transformations

The broad applicability of the hitherto unexplored reagent combination PPh3·HBr-DMSO is exemplified with multiple highly diverse one-step transformations to synthetically useful building blocks, such as flavones, 4H-thiochromen-4-ones, α-hydroxy ketones, 1,4-naphthoquinones (including vitamin K3), 2-bromo-3-substituted-1H-1-indenones, 2-methylthio-1H-1-indenones, 3-butyne-1,2-dione, and 4-pentene-2,3-diones. The simple and mild reaction conditions make the reagent superior in terms of yield and substrate scope in comparison with the existing alternatives.

NOVEL POLYBENZOFULVENE DERIVATIVES, SYNTHESIS AND USES THEREOF

The present invention relates to polymers of formula poly-3 (I), their synthesis, intermediates and uses thereof.

Condensation of Brominated Products of o-Acetylbenzophenone with Several Primary Amines

2-Bromo-3-phenylinden-1-one 2 reacted with phenylthiourea to produce 2-phenylimino-8-phenylindenothiazole (heteropentalene) 4 in moderate yield and bis-substituted-indenyl sulfide 5 in low yield.Whereas, from the reaction of 2 with thiourea or its

Synthesis of Indenones via Palladium-Catalyzed Annulation of Internal Alkynes

A number of 2,3-disubstituted 1-indenones have been prepared in fair to good yields by treating o-iodo- or o-bromobenzaldehyde with various internal alkynes in the presence of a palladium catalyst.Synthetically, the methodology provides an especially conv

Synthesis of Indenobenzothiazine Derivatives from 2-Bromoinden-1-ones

2-Bromoinden-1-ones 2 were condensed with 6-substituted 3-aminopyridine-2(1H)-thiones to produce a new type of 4-azaindenobenzothiazine derivatives 3.Substituted 6-phenylindenobenzothiazines 4 were also prepared by reacting 2-bromo

Condensation Products of 2-Bromo-3-substituted-inden-1-ones with Several Primary Amines

2-Bromo-3-substituted-inden-1-ones 2 reacted with L-cysteine or 2-aminobenzenethiol to produce 2,3-dihydro-5-phenylidenothiazine in moderate yield or 6-substituted-indenobenzothiazines in good yield.The debrominated oxime and the p

A Facile One-Pot Synthesis of Vicinal Di- and Triketones from α-Methylene Ketones by NBS-DMSO Oxidation

The reaction of 1,2-diarylethanones (1a-u) with N-bromosuccinimide in anhydrous dimethyl sulphoxide afforded diarylethanediones (2a-u) in excellent yields.Under similar conditions, 1-phenyl-2-butanone (3) gave 1-phenyl-1,2-butanedione (4) in fair yield in addition to a small amount of 1-phenyl-3-methylthio-1,2-butanedione (5) and 1-phenyl-1-methylthio-2-butanone (6). 4-Phenyl-2-butanone (7), 1,3-diphenyl-2-propanone (9), and 1,3-diphenyl-1,3-propanedione (10) gave the corresponding triketones monohydrate (8) and (11). 1-Indanone (12), 2-indanone (13), and 1,3-indandione (14) gave ninhydrin (15) in good yields.In the case of 3-phenyl-1-indanone (16), 3-phenyl-2-bromo-1-indanone (17), 3-phenyl-2-bromo-1-indenone (18) and 3-phenyl-1-indenone (19) were obtained. 1-Phenyl-1-propanone (20) and 1-phenyl-1-butanone (22) gave the corresponding α-(methylthio)ketones (21) and (22). 1,3,3-Triphenylpropanone (24a) and 1-phenyl-3-methyl-1-butanone (24b) yielded only the corresponding α-bromoketones (25a,b) in good yields.These α-bromoketones, however, afforded the corresponding α-diketones (26a,b) in moderate yields when α-bromoketones reacted with dimethyl sulphoxide in the presence of AgBF4.

A new procedure for the in situ generation of methylene ketenes

The reaction of pentacarbonylmanganate anion 3 and 2-bromopropenoyl chlorides 2 leads to 2,4-alkylidenecyclobutane-1,3-diones 5.The latter are formed from dimerization of the corresponding methylene ketenes 1 so that the reaction of 2 and 3 constitutes a