Two-Step Synthesis of Difluoromethyl-Substituted 2,3-Dihydrobenzoheteroles

被引：42

作者：

Fujita, Takeshi ^{[1
]}

Sanada, Shohei ^{[1
]}

Chiba, Yosuke ^{[1
]}

Sugiyama, Kazuki ^{[1
]}

Ichikawa, Junji ^{[1
]}

机构：

[1] Univ Tsukuba, Fac Pure & Appl Sci, Div Chem, Tsukuba, Ibaraki 3058571, Japan

来源：

ORGANIC LETTERS | 2014年 / 16卷 / 05期

关键词：

ONE-CARBON UNITS; COPPER-MEDIATED DIFLUOROMETHYLATION; ALPHA-TRIFLUOROMETHYLSTYRENES; RADICAL CYCLIZATION; DERIVATIVES; REAGENT; HETEROCYCLES; FLUORINE; IODIDES; ANALOGS;

D O I：

10.1021/ol5001582

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3-Difluoromethylated 2,3-dihydrobenzoheteroles, 2,3-dihydrobenzofurans, 2,3-dihydrobenzothiophenes, and indolines were readily synthesized from ortho-heterosubstituted bromobenzenes, 2-bromophenols, 2-bromobenzenethiols, and 2-bromoanilines, respectively, in two steps: (1) gamma-selective allylic substitution of 3-bromo-3,3-difluoropropene with heteronucleophiles and (2) intramolecular radical cyclization of the resulting 3,3-difluoroallylic compounds.

引用

页码：1398 / 1401

页数：4

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