Visible-light-induced [3+2] cycloadditions of donor/donor diazo intermediates with alkenes to achieve (spiro)-pyrazolines and pyrazoles

Abstract

The electron donor-acceptor (EDA) complexes has clear advantages to provide complimentary reactivity in organic synthesis while avoiding the need for an expensive transition metal-based photocatalyst. It should be noted that...

Synthesis of substituted benzylboronates by light promoted homologation of boronic acids with N-sulfonylhydrazones

“…Thus, photoexcitation of the DBU hydrazonate II might also enable the N–S bond cleavage and the generation of the diazoalkane III . 29 Then, reaction with the boronic acid through the boronate species IV followed by 1,2-migration of the organic group provides the homologated boronic acid V , which does not undergo protodeboronation under the mild reaction condition and can be trapped as pinacol boronate or oxidized to render the alcohol (Scheme 8a).…”

Visible-light-induced decarboxylative cascade cyclization of acryloylbenzamides with N-hydroxyphthalimide esters via EDA complexes

“…On the basis of the aforementioned experimental results and previous reports, 5,14 a plausible mechanism for this photocatalytic decarboxylative alkylarylation reaction was proposed. As shown in Scheme 2, the first step involved the generation of chromophore A by the assembly of triphenylphosphine, sodium iodide, and tert -butyl NHP ester 2a in THF.…”

A 60-times faster digital-discovery-compatible reaction setup with enhanced safety for chemical applications

“…[1][2][3] Isolating essential substances and biologically active components can be challenging, especially when dealing with toxic and highly reactive reactants. [4][5][6][7] Modern researchers frequently face significant health risks in the laboratory setting. 8 For instance, even commonly used compounds such as methyl iodide [9][10][11][12] (LD 50 0.076 g kg −1 ), aromatic and aliphatic thiols [13][14][15][16][17] (LD 50 0.223 g kg −1 for thiophenol), aliphatic amines [18][19][20][21] (LD 50 0.373 g kg −1 for dicyclohexylamine), organic nitriles [22][23][24][25][26] (LD 50 0.410 g kg −1 for isobutyronitrile) and inorganic cyanides 8,[27][28][29][30] (LD 50 0.006 g kg −1 for KCN) possess high toxicity levels.…”