Phenoxyquinones. Ii. The Diphenoxyquinones

A Formal Synthesis of Lavendamycin Methyl Ester, Nitramarine, and Their Analogues: A Povarov Approach

“…The compound 17 (475 mg, 90%) was isolated as a yellow solid and carried forward to the next step without purification. The spectroscopic data of the compound 17 were in full accordance with those reported: , mp 106 °C; IR (KBr) 2854, 1544, 1012, 756 cm –1 ; 1 H NMR (500 MHz, CDCl 3 , TMS) δ 7.35 (1H, d, J = 3.0 Hz), 7.29 (1H, d, J = 3.0 Hz), 3.97 (3H, s), 3.84 (3H, s); 13 C NMR (125 MHz, CDCl 3 , TMS) δ 155.5, 145.0, 144.5, 123.9, 120.2, 109.2 (aromatic C), 62.7, 56.3 (aliphatic C); LC–MS found for C 8 H 8 BrNO 4 : m / z = 261 (M + ), 262 (M + H), 263 (M + 2), positive mode. Anal.…”

Mass Spectrometry in Structural and Stereochemical Problems. CXIII.1 Specific Hydrogen Rearrangements in the Fragmentations of Hydrazones2

“…Two of the fundamental processes in the mass spectrometric fragmentations of carbonyl compounds and their derivatives are the "single" and "double" McLafferty rearrangements. 4 The single stage, illustrated formally by the process a b, involves the transfer of a hydrogen atom and the formation of a neutral olefin and a charged enol. The second stage process, b -> c, follows the same basic pathway with the hydrogen now being transferred presumably to carbon rather than to oxygen.…”

PHENOXYQUINONES. 1. 2-PHENOXY-p-BENZOQUINONE AND 2-PHENOXY-5-METHYL-p-BENZOQUINONE

“…Present address: Chemistry Department, New Mexico Highlands University, Las Vegas, New Mexico 2. In part from the Master's Thesis of K. T. Zilch.…”