Traceless solid phase synthesis of 2,3-disubstituted indoles

被引：82

作者：

Smith, AL ^{[1
]}

Stevenson, GI ^{[1
]}

Swain, CJ ^{[1
]}

Castro, JL ^{[1
]}

机构：

[1] Merck Sharp & Dohme Res Labs, Neurosci Res Ctr, Harlow CM20 2QR, Essex, England

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 45期

关键词：

D O I：

10.1016/S0040-4039(98)01824-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient method for the traceless solid phase synthesis of 2,3-disubstituted indoles using a THP linker and a Pd(0)-mediated annulation of 2-iodoaniline and acetylenes is reported. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：8317 / 8320

页数：4

共 16 条

[1] Activation method to prepare a highly reactive acylsulfonamide ''safety-catch'' linker for solid-phase synthesis [J].

Backes, BJ ;

Virgilio, AA ;

Ellman, JA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (12) :3055-3056

[2] NOVEL PHOTO-ISOMERIZATION OF 1-ACYLINDOLES TO 3-ACYLINDOLENINES - GENERAL ENTRY TO THE TOTAL SYNTHESIS OF STRYCHNOS AND ASPIDOSPERMA ALKALOIDS [J].

BAN, Y ;

YOSHIDA, K ;

GOTO, J ;

OISHI, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (23) :6990-6992

[3]

CANDIANI I, 1993, SYNLETT, P269

[4] DIVERSOMERS - AN APPROACH TO NONPEPTIDE, NONOLIGOMERIC CHEMICAL DIVERSITY [J].

DEWITT, SH ;

KIELY, JS ;

STANKOVIC, CJ ;

SCHROEDER, MC ;

CODY, DMR ;

PAVIA, MR .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1993, 90 (15) :6909-6913

[5] Solid-phase synthesis of indoles using the palladium-catalysed coupling of alkynes with iodoaniline derivatives. [J].

Fagnola, MC ;

Candiani, I ;

Visentin, G ;

Cabri, W ;

Zarini, F ;

Mongelli, N ;

Bedeschi, A .

TETRAHEDRON LETTERS, 1997, 38 (13) :2307-2310

[6] Organic chemistry on solid supports [J].

Fruchtel, JS ;

Jung, G .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (01) :17-42

[7]

GREENE TW, 1991, PROTECTIVE GROUPS OR, P385

[8] Solid-phase organic reactions: A review of the recent literature [J].

Hermkens, PHH ;

Ottenheijm, HCJ ;

Rees, D .

TETRAHEDRON, 1996, 52 (13) :4527-4554

[9] SYNTHESIS OF INDOLES VIA PALLADIUM-CATALYZED HETEROANNULATION OF INTERNAL ALKYNES [J].

LAROCK, RC ;

YUM, EK .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (17) :6689-6690

[10] A SILICON-BASED LINKER FOR TRACELESS SOLID-PHASE SYNTHESIS [J].

PLUNKETT, MJ ;

ELLMAN, JA .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (19) :6006-6007

← 1 2 →