New Strategies for Sulfate-Free Synthesis of Lactams from Cycloalkanes Using NHPI as a Key Catalyst

Photoinduced Direct Conversion of Cyclohexane into Cyclohexanone Oxime using LEDs

“…To overcome this obstacle, we have decided to move away from Hg vapor lamps towards significantly more efficient light sources (Scheme ). Other reported methods use NOCl with an LED light source (550–650 nm), methyl nitrite with gamma radiations, or tert ‐butyl nitrite with N ‐hydroxyphthalimide (NHPI) as a carbon‐producing radical catalyst (CPRC) …”

“…Other reportedm ethods use NOCl with an LED light source (550-650 nm), [14,15] methyl nitrite with gammar adiations, [16] or tertbutyl nitritew ith N-hydroxyphthalimide (NHPI)a sacarbonproducing radical catalyst(CPRC). [17,18] We turned our attention to the high-power NVSU233A UV SMD LED diodes developed by Nichia Corp.,w hich have an excellent price-performance ratio as well as an arrow spectrum with ah alf-width of Dl % 10 nm, thus providing almostm ono-chromatic light. They are also relatively inexpensive (less than 50 USD/unit) andt he whole photochemical equipmentc an easily be set up even by those lessf amiliar with electronics (see the Supporting Information).…”

Comprehensive updates on Beckmann Rearrangement

“…In an ionic liquid HMMIm[ClO 4 ] (1-hexyl-2,3-dimethyl imidazolium perchlorate), 2,4,6-trichloro [1,3,5]triazine (TCT) is used to catalyze the Beckmann rearrangement of several ketoximes to corresponding amides. [76] (Scheme 45).…”

“…Beckmann rearrangement holds great potential in organic synthesis. [1][2] The interest in this reaction has been due to its enormous efficiency in synthesizing such raw materials as caprolactam and laurolactam from cyclohexanone oxime and cyclododecanone oxime respectively, [3] in the manufacture of the corresponding polyamides nylon-6 and nylon-12 respectively. [4][5][6] The mechanism of the Beckmann rearrangement reaction illustrates an alkyl migration accompanied by the ejection of the hydroxyl group produces a nitrilium ion, which is then hydrolyzed as shown in Scheme 2.…”

“…Beckmann rearrangement holds great potential in organic synthesis [1–2] . The interest in this reaction has been due to its enormous efficiency in synthesizing such raw materials as caprolactam and laurolactam from cyclohexanone oxime and cyclododecanone oxime respectively, [3] in the manufacture of the corresponding polyamides nylon‐6 and nylon‐12 respectively [4–6] …”