Reaction of N-iodosuccinimide with secondary alcohols

NMR phosphorus-31 relaxation times for diastereomeric phosphines and phosphine oxides

“…1967 Structures for diastereomeric phosphines 1-4. The phosphine oxides (oxygen atom bonded to the electron pair) corresponding to [1][2][3][4] are respectively (R)p-MMPP oxide (5), (S)p-MMPP oxide (6), (fi)P-NMPP oxide (7), and (S)p-NMPP oxide (8). Relatively few papers have appeared in the literature which report 31P relaxation times (7\) for organophosphorus compounds.…”

“…The formation of a tetrahydrofuran product can be illustrated by a discussion of the oxidation of 1-pentanol (1) with NIS (2). When the alcohol 1 is dissolved in benzene and mixed with 2, high yields of 2-methyltetrahydrofuran (3; 92-94%) could be obtained at ambient temperatures after 3 h with irradiation.…”

Cascade Oxidation/Halogenoaminocyclization Reaction of Trifluoromethylated Homoallylic N-Acylhydrazines: Metal-free Synthesis of CF3-Substituted Pyrazolines

“…On the basis of our experiments and literature reports, a possible mechanism was proposed for this cascade process, which was depicted in Scheme . Initially, the acylhydrazine 1 reacted with NIS to give intermediate 11 with release of succinimide 10 .…”

Use of Alcohol as Initiator for Reversible Chain Transfer Catalyzed Polymerization

“…of NIS relative to alcohol at 80 °C for 3 h), the yield of 1 decreased in the order of the primary (40%) > secondary (29%) > tertiary (10%) alcohols, suggesting more significant side reactions for the latter two. A possible additional side reaction (other than paths 3 and 4 in Scheme ) for the secondary12 and tertiary13 alcohols (Scheme ) is the intramolecular ß ‐scission of the alkoxy radical into the methyl radical and benzaldehyde ( 2 ) and acetophenone ( 3 ), respectively.…”