Recent trends in the development of sustainable catalytic systems for the oxidative cleavage of cycloalkenes by hydrogen peroxide

Abstract

This review proposes a comprehensive, critical, and accessible assessment of reaction conditions for cycloolefin oxidative cleavage regarding green chemistry criteria.

Pseudohomogeneous metallic catalyst based on tungstate-decorated amphiphilic carbon quantum dots for selective oxidative scission of alkenes to aldehyde

“…Compared with other transition metals, tungsten presents unique physicochemical properties such as availability, low-cost, non-toxicity, oxygen-carrying ability, and enough activity toward H 2 O 2 7 . Therefore, a great number of oxidizing W-H 2 O 2 systems were developed to perform green oxidation reactions.…”

Hydrogen peroxide-mediated synthesis of 2,4-substituted quinazolines via one-pot three-component reactions under metal-free conditions

“…It was found that 2-aminobenzophenones were also reactive towards the transformation. Under standard conditions, 3db, 3dc, and 3dd were obtained in 85%, 78%, and 68% yields, respectively (entries [16][17][18]. Similarly, 2-aminobenzophenone derivatives containing different substituents were employed for the reaction, producing corresponding products in reasonable yields (3ea, 3fa, 3ga, and 3ha) (entries 19-23).…”

“…15 Hydrogen peroxide has been considered as an ideal oxidant for liquid-phase green chemistry as it is non-toxic, environmentally benign, and atom efficient, producing only water as theoretical by-product. [16][17][18] Additionally, utilizing hydrogen peroxide as oxidant normally does not require temperatures over 100 C for oxidation transformations. 17 In organic synthesis, low efficiency of hydrogen peroxide has limited its applications, and organic peroxides are preferred in many cases.…”

“…[16][17][18] Additionally, utilizing hydrogen peroxide as oxidant normally does not require temperatures over 100 C for oxidation transformations. 17 In organic synthesis, low efficiency of hydrogen peroxide has limited its applications, and organic peroxides are preferred in many cases. There has been growing interest in employing hydrogen peroxide as green oxidant in many synthetic strategies.…”

Oxidative cleavage of cycloalkenes using hydrogen peroxide and a tungsten-based catalyst: towards a complete mechanistic investigation

“…The oxidative cleavage of C=C bonds has witnessed a growing interest for several decades as a key transformation to access value-added mono-and dicarboxylic acids from olefins. [1][2][3][4][5] More specifically, dicarboxylic acids are major intermediates for the manufacture of important polyesters and polyamides materials but also for the production of daily products found in a wide range of applications such as lubricants, fibers, cosmetics, pesticides, pharmaceuticals and plasticizers. 6,7 In the chemical industry, this class of compounds is mainly obtained by oxidative cleavage of unsaturated carboxylic acids and cycloalkenes.…”