Radical bicyclization of 1,6-enynes with sulfonyl hydrazides by the use of TBAI/TBHP in the aqueous phase

Abstract

A novel 5-exo-dig/6-endo-trig bicyclization of 1,6-enynes with sulfonyl hydrazides in aqueous phase using cheap and available tetrabutylammonium iodide (TBAI)-tert-butyl hydroperoxide (TBHP) combined system is reported. The resulting reaction of diverse...

A new synthetic approach to cyclic ureas through carbonylation using di-tert-butyl dicarbonate (boc anhydride) via one pot strategy

“…Furthermore, the incorporation of protected amine functionalities has been a common practice, 22 adding complexity. Some of the recent green methodology developments such as combination of EtOH–H 2 O and diazo electrophiles, 23 metal-free hydroalkoxylation, 24 visible-light catalysed raections, 25 aqueous mediated radical reactions 26 and umpolung of indoles with benziodoxol(on)e hypervalent iodine reagents 27 etc . have motivated us to initiate the development of an innovative, eco-conscious synthetic approach as a crucial component of our efforts in generating bio-active scaffolds.…”

Unified Approach to Diverse Heterocyclic Synthesis: Organo-Photocatalyzed Carboacylation of Alkenes and Alkynes from Feedstock Aldehydes and Alcohols

“…Moreover, the utilization of cascade radical cyclization presents an appealing approach in organic synthesis, owing to its remarkable efficiency in terms of atom utilization and step economy, facilitating the construction of both carbocyclic and heterocyclic compounds. , …”

Electrochemical or Photoelectrochemical Alkenylpolyfluoroalkylation of 3-Aza-1,5-dienes: Regioselective Entry to Polyfluoroalkylated 4-Pyrrolin-2-ones

“…Herein, we report the realization of this goal, and such an electrooxidative cyclization displays a reversed regioselectivity compared to previously reported photocatalytic alkylative cyclizations and proceeds with a broad substrate scope and good functional group tolerance under mild, transition-metal-free, exogenous oxidant-free, and electrolyte-free conditions, providing a green entry to 3-polyfluoroalkylated 4-pyrrolin-2-ones##. Considering that alkenes are somewhat prone to oligomerization and oxidative breakdown under radical conditions and that radical species generated at an anode tend to undergo uncontrolled reactions such as overoxidation, dimerization, and electrode passivation owing to the accumulation of reactive intermediates near the electrode surface, , photoelectrocatalytic conditions , were used to obtain satisfactory yields in some cases concerning a sensitive or challenging substrate. Upon introduction of a photocatalytic cycle, which works like a voltage amplifier, into an organic electrolysis, a mild electrode potential might be turned into a fixed, homogeneous, transient, and highly biased excited-state potential.…”