69048-76-6

Usage

Uses

Used in Organic Synthesis:
(6-iodobenzo[1,3]dioxol-5-yl)methanol is used as a building block for the synthesis of more complex organic compounds. Its unique structure, including the iodine atom and hydroxyl group, allows for the creation of a wide range of molecules with various applications in different industries.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (6-iodobenzo[1,3]dioxol-5-yl)methanol is utilized as a reagent in various chemical reactions. Its structural similarity to bioactive molecules makes it a promising candidate for the development of new pharmaceuticals and therapeutic agents.
Used in Material Science:
(6-iodobenzo[1,3]dioxol-5-yl)methanol is also employed in material science, where its unique properties can be harnessed to develop new materials with specific characteristics and applications.
Overall, (6-iodobenzo[1,3]dioxol-5-yl)methanol is a versatile compound with potential applications in various fields of science and industry, including organic synthesis, medicinal chemistry, and material science. Its unique structure and properties make it a valuable asset for researchers and scientists working in these areas.

InChI:InChI=1/C8H7IO3/c9-6-2-8-7(11-4-12-8)1-5(6)3-10/h1-2,10H,3-4H2

Upstream product

• 58343-53-6 6-iodopiperonal 
• 124-41-4 sodium methylate 
• 673-32-5 1-Phenylprop-1-yne 
• 501-65-5 diphenyl acetylene 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 

Downstream Products

• 221617-20-5 5-(azidomethyl)-6-iodobenzo[d]1,3-dioxole 
• 665004-28-4 6-iodo-1,3-benzodioxol-5-ylmethyl 2-iodo-3,4,5-trimethoxybenzoate 

Relevant academic research and scientific papers

Cobalt-catalyzed regioselective carbocyclization reaction of o-iodophenyl ketones and aldehydes with alkynes, acrylates, and acrylonitrile: A facile route to indenols and indenes

An efficient cobalt-catalyzed carbocylization for the synthesis of indenols and indenes and a new method for reductive decyanation are described. 2-Iodophenyl ketones and aldehydes 1a-g undergo carbocyclization with various disubstituted alkynes 2a-k in the presence of Co(dppe)I2 and zinc powder in acetonitrile at 80 °C for 3 h to afford the corresponding indenol derivatives 3a-s and 4a-m in good to excellent yields. For some unsymmetrical alkynes, the carbocyclization was remarkably regioselective, affording a single regioisomer. The cobalt-catalyzed carbocyclization reaction was successfully extended to the synthesis of indene derivatives. Thus, the reaction of 2-iodophenyl ketones and aldehydes (1) with acrylates H2C=CHCO 2R (7a-d) and acrylonitrile H2C= CHCN (7e) proceeds smoothly in the presence of Co(dppe)Cl2/dppe and zinc powder in acetonitrile at 80 °C for 24 h to afford the corresponding indenes 8a-k and 9a-c in moderate to good yields. Interestingly, when 7e was employed for the carbocylization, reductive decyanation also occurred to give an indene derivative without the cyano functionality. A possible mechanism for this cobalt-catalyzed carbocyclization reaction is also proposed.

Cleavage of Methylenedioxy Ring. II. Cleavage with Sodium Phenoxide and Methoxide in Dimethyl Sulfoxide

Regioselective cleavage of the methylenedioxy ring in piperonals (1, 6, and 7) and 3,4-methylenedioxynitrobenzenes (8 and 9) by oxide ions in dimethyl sulfoxide was achieved: the 4-hydroxybenzene derivatives (2, 10-13, and 22) were obtained with the phenoxide ion, while the 3-hydroxybenzene derivatives (4, 18-21, 23, 26, and 29) were obtained with the methoxide or benzyloxide ion.Keywords - cleavage of methylenedioxy ring; regioselectivity; piperonals; 3,4-methylenedioxynitrobenzenes; sodium phenoxide; sodium methoxide; dimethyl sulfoxide; 3-hydroxybenzene derivatives; 4-hydroxybenzene derivatives; NMR spectra