2020
DOI: 10.1002/ejoc.202000244
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Copper(I)/Bpy‐Catalyzed C‐2‐H Benzylation of Quinazolin‐4(3H)‐ones with N‐Tosylhydrazones

Abstract: A general and efficient copper-catalyzed C-H benzylation reaction of quinazolin-4(3H)-ones with N-tosylhydrazones is reported. The formation of new C(sp 3 )-C(sp 2 ) bonds through cross-coupling occurs at the electron-poor C-2 position of quinazolin-4(3H)-one and represents an exceedingly practical method to afford 2-benzylated quinazolin-4(3H)-ones in moder-

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Cited by 8 publications
(3 citation statements)
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“…A novel copper-catalyzed benzylation reaction of quinazolin-4(3H)-ones 125 using N-tosylhydrazones 96 was established (Scheme 45). 69 The quinazolin-4(3H)-ones with electrondonating and electron-decient substituents were participated well in this reaction affording the required product 126 in good yields. This reaction offers a new pathway to the C-H functionalization of biologically relevant quinazolin-4-ones.…”
Section: C-c Bond Formationmentioning
confidence: 97%
“…A novel copper-catalyzed benzylation reaction of quinazolin-4(3H)-ones 125 using N-tosylhydrazones 96 was established (Scheme 45). 69 The quinazolin-4(3H)-ones with electrondonating and electron-decient substituents were participated well in this reaction affording the required product 126 in good yields. This reaction offers a new pathway to the C-H functionalization of biologically relevant quinazolin-4-ones.…”
Section: C-c Bond Formationmentioning
confidence: 97%
“…Due to this, metal chalcogenides have recently fascinated the interest of scientists. Nickel selenide has been applied vastly in various electrocatalytic studies, including supercapacitors [40,[70][71][72], electrolysis [73,74], and production of hydrogen gas [34,63,67]. A current density of 10 mA cm À 2 is the best that has been achieved so far using noble metal catalysts [28], which make the process quite expensive and uneconomical.…”
Section: General Applications Of Niseqdmentioning
confidence: 99%
“…Moreover, norbornene also acts as a useful building block for the construction of rigid nonplanar polycyclic structures, which have potential applications in the synthesis of new drugs, ligands, and organic electronic materials . In view of these previous research results and our research interest in direct functionalization of C–H bonds, herein, we report a Pd-catalyzed cascade decarboxylative [2+2+2]/[2+2+3]cyclization of 4-iodoisoquinolin-1(2 H )-ones, NBE, and o -bromobenzoic acids or 8-bromo-1-naphthoic acid (Scheme e).…”
mentioning
confidence: 99%