1420771-05-6

Basic information

• Product Name: phenyl(10-phenylphenanthren-9-yl)sulfane
• Synonyms: phenyl(10-phenylphenanthren-9-yl)sulfane
• CAS NO: 1420771-05-6
• Molecular Weight: 362.495
• Mol File: 1420771-05-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: phenyl(10-phenylphenanthren-9-yl)sulfane(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl(10-phenylphenanthren-9-yl)sulfane(1420771-05-6)
• EPA Substance Registry System: phenyl(10-phenylphenanthren-9-yl)sulfane(1420771-05-6)

Safety Data

• Hazardous Substances Data: 1420771-05-6(Hazardous Substances Data)

Upstream product

• 10271-65-5 2-(phenylethynyl)-1,1'-biphenyl 
• 108-98-5 thiophenol 
• 882-33-7 diphenyldisulfane 
• 90-41-5 2-phenylaniline 
• 2113-51-1 2-iodobiphenyl 
• 615-43-0 2-iodophenylamine 
• 98-80-6 phenylboronic acid 
• 1193-82-4 racemic methyl phenyl sulfoxide 

Relevant articles and documents

Benziodoxole Triflate as a Versatile Reagent for Iodo(III)cyclization of Alkynes

The utility of benziodoxole triflate, derived from α,α-bis(trifluoromethyl)-2-iodobenzyl alcohol, as a versatile reagent for iodo(III)cyclization via electrophilic activation of alkyne, is reported herein. The reagent promotes cyclization of alkynes tethered to a variety of nucleophilic moieties, affording benziodoxole-appended (hetero)arenes such as benzofurans, benzothiophenes, isocoumarins, indoles, and polyaromatics under mild conditions. This unprecedented class of (hetero)aryl-IIII compounds proved easy to purify, stable, and amenable to various synthetic transformations.

Iodine-catalyzed, highly atom-economic synthesis of 9-sulfenylphenanthrenes and polycyclic heteroaromatics in water

A highly atom-economical and green synthetic method is developed for the oxidative thiolative annulation of 2-alkynyl biaryls with disulfides to synthesize a wide variety of 9-sulfenylphenanthrenes and polycyclic heteroaromatics in water. The transformation requires only a couple of inexpensive reagents, i.e., iodine as a catalyst and hydrogen peroxide (H2O2) as a green oxidant, to furnish the desired products in good to excellent yield. The notable advantages of this protocol over the previously developed synthetic methods are a metal-free, cost-effective, and highly atom economic (>90%) protocol, use of inexpensive reagents as the catalyst and green oxidant, use of water as the reaction medium, very high (>95%) carbon efficiency (water as the major waste), broad substrate scope, high functional group tolerance, high yields of products up to 95%, straight-forward scale-up process upto 10 g scale and significantly, low E-factor (2.25) and high EcoScale score (67).

Palladium-catalyzed iodine-mediated electrophilic annulation of 2-(1-alkynyl)biphenyls with disulfides

A palladium-catalyzed, iodine-mediated electrophilic annulation between 2-(1-alkynyl)biphenyl and disulfide has been developed. With the combination of PdCl2 and I2, a variety of 2-(1-alkynyl)biphenyls underwent electrophilic annulations with various disulfides successfully to afford the corresponding 9-sulfenyl phenanthrenes in moderate to excellent yields.