S-(1-Oxido-2-pyridinyl)-1,1,3,3-tetramethylthiouronium hexafluorophosphate (HOTT) facilitates the first examples of efficient radical cyclisation with (hetero)aromatic substitution via Barton ester intermediates. Cyclopropyl and alkyl radicals allow access to five, six and seven-membered alicyclic-ring fused heterocycles with and without an additional fused cyclopropane, including the skeleton of the anti-cancer agent, cyclopropamitosene, expanded, and diazole analogues. Radical initiators are not required for cyclisation from carboxylic acid precursors.
Epoxidation of alkenes is a valuable transformation in the synthesis of fine chemicals. Described herein are the design and development of a continuous flow process for carrying out the epoxidation of alkenes with a homogeneous manganese catalyst at metal loadings as low as 0.05 mol%. In this process, peracetic acid is generated in situ and telescoped directly into the epoxidation reaction, thus reducing the risks associated with its handling and storage, which often limit its use at scale. This flow process lessens the safety hazards associated with both the exothermicity of this epoxidation reaction and the use of the highly reactive peracetic acid. Controlling the speciation of manganese/2-picolinic acid mixtures by varying the ligand:manganese ratio was key to the success of the reaction. This continuous flow process offers an inexpensive, sustainable, and scalable route to epoxides.
He was another derelict, brought by ambulance to the emergency department after his long-time woman friend found him unresponsive on the floor that morning. At first he was able to give some history to the physician on duty, tell¬ ing him of the back pain he'd been having for several weeks. Then without warning his eyes rolled back in his head and he stopped breathing. The monitor showed asystole.The emergency team reacted immediately, of course, resuscitating him with chest compression and ventilation, intubation, medication, and fluids. He responded as quickly as he had deteriorated. As his vital signs became relatively
Barton Esters for Initiator-Free Radical Cyclization with Heteroaromatic Substitution. -The synthesis of five-, six-, and seven-membered alicyclic ring fused heterocycles with or without an additional fused cyclopropane is presented. Some of the synthesized compounds exhibit the skeleton of the anticancer agent cyclopropamitosene. -(COYLE, R.; FAHEY, K.; ALDABBAGH*, F.; Org. Biomol. Chem. 11 (2013) 10, 1672-1682, http://dx.doi.org/10.1039/c3ob27313j ; Sch. Chem., Natl. Univ. Ire., Galway, Ire.; Eng.) -M. Zastrow 28-028
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