Synthesis of biaryls by intramolecular radical transfer in phosphinates

被引：44

作者：

Clive, DLJ ^{[1
]}

Kang, SZ ^{[1
]}

机构：

[1] Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2001年 / 66卷 / 18期

关键词：

D O I：

10.1021/jo010371d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Phosphinates 20a-35a give biaryls 20b-35b on heating with stannanes in the presence of AIBN. The process involves a radical ipso substitution on the migrating aryl ring.

引用

页码：6083 / 6091

页数：9

共 77 条

[1] New intramolecular cyclization and rearrangement processes based on the radical aryl-aryl coupling of arylsubstituted 2-azetidinones
Alcaide, B
Rodríguez-Vicente, A
[J]. TETRAHEDRON LETTERS, 1998, 39 (36) : 6589 - 6592
[2] CHEMISTRY OF HETEROARYLPHOSPHORUS COMPOUNDS .10. SYNTHESIS AND KINETICS OF ALKALINE-HYDROLYSIS OF HETEROARYLPHOSPHINATE ESTERS AND HYDROLYSIS OF HETEROARYLPHOSPHINE OXIDES
ALLEN, DW
HUTLEY, BG
MELLOR, MTJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1977, (13): : 1705 - 1708
[3] Novel intramolecular rearrangement of 3-bromo-3,3-difluoroalanine Schiff bases via radical ipso-substitution at the aromatic ring
Amii, H
Kondo, S
Uneyama, K
[J]. CHEMICAL COMMUNICATIONS, 1998, (17) : 1845 - 1846
[4] Stereoselective radical aryl migration from silicon to carbon
Amrein, S
Bossart, M
Vasella, T
Studer, A
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (14) : 4281 - 4288
[5] ASHIMORI A, 1990, CHEM PHARM BULL, V38, P2446
[6] FREE-RADICAL CYCLIZATION OF THIONOCARBONIC ACID-DERIVATIVES OF 4-PHENYL-3-BUTENOL - A NEW ROUTE TO THIONOLACTONES
BACHI, MD
BOSCH, E
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (06) : 1234 - 1236
[7] Bonfand E, 1997, HETEROCYCLES, V46, P523
[8] Bonfand E, 2000, SYNLETT, P475
[9] Novel concepts in directed biaryl synthesis, part 78. The lactone concept: An efficient pathway to axially chiral natural products and useful reagents
Bringmann, G
Breuning, M
Tasler, S
[J]. SYNTHESIS-STUTTGART, 1999, (04): : 525 - 558
[10] PREPARATIVE SYNTHESES OF OPTICALLY PURE ORTHOSUBSTITUTED BENZHYDROLS BY ASYMMETRIC REDUCTIONS OF THE CORRESPONDING BENZOPHENONES
BROWN, E
LEZE, A
TOUET, J
[J]. TETRAHEDRON-ASYMMETRY, 1992, 3 (07) : 841 - 844

← 1 2 3 4 5 6 7 8 →