A new strategy for the synthesis of chromans and chromenes

被引:12
作者
Knight, DW [1 ]
Little, PB [1 ]
机构
[1] Cardiff Univ, Dept Chem, Cardiff CF1 3TB, S Glam, Wales
关键词
arynes; trapping reactions; chromans; Sonogashira;
D O I
10.1016/S0040-4039(98)00937-X
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学]; 081704 [应用化学];
摘要
Sonogashira coupling of 7-iodobenzotriazole derivative 9 with propargylic alcohols followed by alkyne reduction leads to alkanols 11 or alkanols 12 which cyclize upon benzyne generation to give the iodo-chromanes 14 and iodo-chromenes 16. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5105 / 5108
页数:4
相关论文
共 18 条
[1]
[Anonymous], [No title captured]
[2]
A ROUTE TO ORTHO-SUBSTITUTED BENZYNE PRECURSORS BY DEPROTONATION OF 7-METHYL-1-AMINOBENZOTRIAZOLE DERIVATIVES [J].
BIRKETT, MA ;
KNIGHT, DW ;
MITCHELL, MB .
TETRAHEDRON LETTERS, 1993, 34 (43) :6935-6938
[3]
BIRKETT MA, 1994, SYNLETT, P253
[4]
A NEW APPROACH TO DIHYDROBENZOFURANS BY INTRAMOLECULAR TRAPPING OF BENZYNES BY HYDROXYL FUNCTIONS [J].
BIRKETT, MA ;
KNIGHT, DW ;
MITCHELL, MB .
TETRAHEDRON LETTERS, 1993, 34 (43) :6939-6940
[5]
REACTIVE INTERMEDIATES .I. SYNTHESIS AND OXIDATION OF 1- AND 2-AMINOBENZOTRIAZOLE [J].
CAMPBELL, CD ;
REES, CW .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1969, (05) :742-&
[6]
REACTIVE INTERMEDIATES .2. SOME ADDITION REACTIONS OF BENZYME [J].
CAMPBELL, CD ;
REES, CW .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1969, (05) :748-&
[7]
REACTIVE INTERMEDIATES .3. OXIDATION OF 1-AMINOBENZOTRIAZOLE WITH OXIDANTS OTHER THAN LEAD TETRA-ACETATE [J].
CAMPBELL, CD ;
REES, CW .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1969, (05) :752-&
[8]
THE USE OF RIEKE ZINC METAL IN THE SELECTIVE REDUCTION OF ALKYNES [J].
CHOU, WN ;
CLARK, DL ;
WHITE, JB .
TETRAHEDRON LETTERS, 1991, 32 (03) :299-302
[9]
SYNTHESIS OF 1,5-DIAMINO-1,5-DIHYDROBENZO[1,2-D-4,5-D']BISTRIAZOLE (DABT) AND ITS USE AS A 1,4-BENZADIYNE EQUIVALENT [J].
HART, H ;
OK, D .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (07) :979-986
[10]
Kessar S.V., 1991, COMPREHENSIVE ORGANI, V4, P483