28293-38-1Relevant articles and documents
A simple Hückel model-driven strategy to overcome electronic barriers to retro-Brook silylation relevant to aryne and bisaryne precursor synthesis
Neal, Edward A.,Werling,Jones, Christopher R.
, p. 1663 - 1666 (2021/02/26)
ortho-Silylaryl triflate precursors (oSATs) have been responsible for many recent advances in aryne chemistry and are most commonly accessed from the corresponding 2-bromophenol. A retro-BrookO- toC-silyl transfer is a key step in this synthesis but not all aromatic species are amenable to the transformation, with no functionalized bisbenzyneoSATs reported. Simple Hückel models are presented which show that the calculated aromaticity at the brominated position is an accurate predictor of successful retro-Brook reaction, validated synthetically by a new success and a predicted failure. From this, the synthesis of a novel difunctionalized bisaryne precursor has been tested, requiring different approaches to install the twoC-silyl groups. The first successful use of a disubstitutedo-silylaryl sulfonate bisbenzyne precursor in Diels-Alder reactions is then shown.
Triphendioxazine dyestuffs
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, (2008/06/13)
Triphendioxazine dyestuffs of the formula STR1 having the substituent meanings specified in the descriptive part, are highly suitable for dyeing and printing hydroxyl- or amido-containing materials, in particular fibre materials, and produce wash-fast dyeings and prints.
Nitration of 3,4,6-Tribromo-2,5-dimethylphenol and 3,4,5,6-Tetrabromo-2-methylphenol; Towards a Mechanism of Formation of 6-Hydroxy-6-methyl-2,5-dinitrocyclohex-3-enones
Hartshorn, Michael P.,Ing, Huong Tuong,Richards, Kenneth E.,Sutton, Kevin H.,Vaughan, John
, p. 1635 - 1644 (2007/10/02)
The nitrations of the 2-methylphenols (1a) and (1b) give initially 4-nitrocyclohexa-2,5-dienones (6), which undergo further reaction to yield 2,5-dinitrocyclohex-3-enones (4).Reactions of these and other related compounds are reported which point towards