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Titanium Tetraiodide/Trimethylsilyl Iodide Synergistically Induced Cyclization of N-(2-Cyanophenyl)benzamides into 2-Aryl-4-iodoquinazolines.

ABSTRACT: Synthesis of 2-aryl-4-iodoquinazolines is developed using titanium tetraiodide/trimethylsilyl iodide synergistically induced cyclization of N-(2-cyanophenyl)benzamides. The cyclization reactions proceeded to give the 2-aryl-4-iodoquinazolines in moderate to high yields. Remarkable synergetic effect of titanium tetraiodide and trimethylsilyl iodide was observed to promote the cyclization. The method was applied to the formal synthesis of a potent analgesic agent.

SUBMITTER: Hachiya I

PROVIDER: S-EPMC6648542 | biostudies-literature | 2019 Jun

REPOSITORIES: biostudies-literature

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Titanium Tetraiodide/Trimethylsilyl Iodide Synergistically Induced Cyclization of <i>N</i>-(2-Cyanophenyl)benzamides into 2-Aryl-4-iodoquinazolines.

Hachiya Iwao I Nagoshi Shintaro S Shimizu Makoto M

ACS omega 20190617 6

Synthesis of 2-aryl-4-iodoquinazolines is developed using titanium tetraiodide/trimethylsilyl iodide synergistically induced cyclization of <i>N</i>-(2-cyanophenyl)benzamides. The cyclization reactions proceeded to give the 2-aryl-4-iodoquinazolines in moderate to high yields. Remarkable synergetic effect of titanium tetraiodide and trimethylsilyl iodide was observed to promote the cyclization. The method was applied to the formal synthesis of a potent analgesic agent. ...[more]

PMID: 31460142

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