82632-14-2

Usage

Type of compound

phosphole oxide (heterocyclic compound containing a phosphorus atom)

Use

commonly used as a ligand in organometallic chemistry and catalysis

Ability

known for its ability to coordinate with transition metals and form stable complexes, making it useful for a variety of chemical reactions

Interest

of interest in the field of medicinal chemistry

Investigation

has been investigated for its potential biological activities and pharmaceutical applications.

Upstream product

• 82632-12-0 2-phenyl-1,3-dihydrobenzo[d][1,2]azaphosphole 2-oxide 
• 82632-08-4 1-Ethyl-2-phenyl-1,3-dihydro-benzo[d][1,2]azaphosphole 2-sulfide 
• 75-03-6 ethyl iodide 
• 90043-12-2 ethyl (2-aminobenzyl)phenylphosphinate 
• 82632-06-2 2,3-dihydro-2-phenyl-1H-1,2-benzazaphosphole 2-sulphide 
• 82632-02-8 methyl (2-phthalimidobenzyl)phenylphosphinate 
• 82632-10-8 (2-aminobenzyl)phenylphosphinic acid hydrochloride 
• 82632-11-9 (2-aminobenzyl)phenylphosphinic acid 
• 90043-10-0 isopropyl (2-aminobenzyl)phenylphosphinate 

Downstream Products

• 82632-08-4 1-Ethyl-2-phenyl-1,3-dihydro-benzo[d][1,2]azaphosphole 2-sulfide 

Relevant academic research and scientific papers

Organophosphorus Compounds. XIX. Synthesis of 2,3-Dihydro-1H-1,2-benzazaphosphole 2-Oxides, Variously Substituted on Nitrogen and Phosphorus, by N-P Cyclization of Zwitterionic Intermediates

2-Phenyl-2,3-dihydro-1H-1,2-benzazaphosphole 2-oxide (7a) was prepared by thermolysis of the corresponding zwitterionic amino phosphinic acid (4), or its hydrochloride salt (1).Thermolysis of methyl (2-aminobenzyl)phenylphosphinate (5a) was accompanied by intermolecu;ar O->N transmethylation to give, after cyclization, 1-methyl-2-phenyl-2,3-dihydro-1H-1,2-benzazaphosphole 2-oxide (9a); similarly, the ethyl ester (5b) gave the N-ethyl heterocycle (9b). Reaction of 2-phthalimidobenzyl bromide (13a) with diethyl methylphosphonite (14b) gave ethyl (2-phthalimidobenzyl)methylphosphinate 15a).Hydrolysis of (15a) afforded (2-aminobenzyl)-methylphosphinic acid (16), and thermolysis of this produced 2-methyl-2,3-dihydro-1H-1,2-benzazaphosphole 2-oxide (18a). 1-Methyl-2-methoxy-2,3-dihydro-1H-1,2-benzazaphosphole 2-oxide (24) was synthesized in an analogous manner. Base catalyzed N-alkylation of the benzazaphosphole derivatives (7a) and (18a) was readily achieved, and the interconversion of 2-oxides and 2-sulfides was accomplished by conventional methods.

ORGANOPHOSPHORUS COMPOUNDS XVI. SYNTHESIS OF SOME NOVEL 2,3-DIHYDRO-1H-1,2-BENZAZAPHOSPHOLE 2-OXIDES AND -SULPHIDES

Several derivatives of 2,3-dihydro-1H-1,2-benzazaphosphole, a new class of benz-fused N-P heterocycle, have been synthesised by thermal and DCC-promoted N-P ring closure from zwitterionic intermediates.