A CONVENIENT SYNTHESIS OF 9H-THIOXANTHEN-9-ONES AND THEIR AZA-ANALOGUES

被引：8

作者：

Kobayashi, Kazuhiro ^{[1
]}

Komatsu, Toshihide ^{[1
]}

Nakagawa, Kazuhiro ^{[1
]}

Hara, Erika ^{[1
]}

Yuba, Shohei ^{[1
]}

机构：

[1] Tottori Univ, Grad Sch Engn, Div Appl Chem, Dept Chem & Biotechnol, Tottori 6808552, Japan

来源：

HETEROCYCLES | 2013年 / 87卷 / 12期

关键词：

9H-Thioxanthen-9-one; 5H-[1]Benzothiopyrano[2,3-b]- (and- [2,3-c])pyridin-5-one; 10H-[1]Benzothiopyrano[3,2-c]pyridin-10-one; Sodium Sulfide; FRIEDEL-CRAFTS REACTION; ORTHO-LITHIATION; THIOXANTHONES; XANTHONES; INHIBITORS; AGENTS;

D O I：

10.3987/COM-13-12855

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient method for the preparation of 9H-thioxanthen-9-ones and their three aza-analogues has been developed. The reaction of (2-fluorophenyl)(2-halophenyl)methanones, derived from 1-bromo-2-fluorobenzenes and 2-halobenzaldehydes by an easy two-step sequence, with Na2S center dot 9H(2)O in DMF at 60 degrees C gives 9H-thioxanthen-9-ones. This procedure can be applied to the synthesis of 5H-[1]benzothiopyrano[2,3-b] (or [2,3-c])pyridin-5-ones or 10H-[1]benzothiopyrano[3,2-c]pyridin-10-ones starting from 2-, 3- or 4-chloropyridines, respectively.

引用

页码：2577 / 2587

页数：11

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