First metalation of aryl iodides: directed ortho-lithiation of iodopyridines, halogen-dance, and application to synthesis
摘要:
Metalation of iodopyridines was successfully achieved by LDA at low temperature. In many cases, lithiation is ortho directed by the iodo group which subsequently ortho-migrates very fast to give stabilized iodolithiopyridines. This procedure was applied to 2-fluoro-and 2-chloro-3-iodopyridines, 3-fluoro-4-iodopyridine, and 2-chloro-3-fluoro-4-iodopyridine. The resulting lithio intermediates were obtained in high yields before being reacted with electrophiles leading to various polysubstituted pyridines. Some of these iodopyridines were used as key molecules for the synthesis of fused polyaromatic alkaloids. Thus, perlolidine, delta-carbolines, and 2,10-diazaphenanthrenes were readily prepared in few steps taking advantage of the iodo reactivity for heteroring cross-coupling.
First metalation of aryl iodides: directed ortho-lithiation of iodopyridines, halogen-dance, and application to synthesis
摘要:
Metalation of iodopyridines was successfully achieved by LDA at low temperature. In many cases, lithiation is ortho directed by the iodo group which subsequently ortho-migrates very fast to give stabilized iodolithiopyridines. This procedure was applied to 2-fluoro-and 2-chloro-3-iodopyridines, 3-fluoro-4-iodopyridine, and 2-chloro-3-fluoro-4-iodopyridine. The resulting lithio intermediates were obtained in high yields before being reacted with electrophiles leading to various polysubstituted pyridines. Some of these iodopyridines were used as key molecules for the synthesis of fused polyaromatic alkaloids. Thus, perlolidine, delta-carbolines, and 2,10-diazaphenanthrenes were readily prepared in few steps taking advantage of the iodo reactivity for heteroring cross-coupling.
Compounds of the formula I, in which X1, X2, X3, X4, X5, R1, R2, R3, R4, R5 and R6 have the meanings indicated in Claim
1
, are kinase inhibitors and can be employed, inter alia, for the treatment of tumours.
The invention provides novel inhibitors of IAP that are useful as therapeutic agents for treating malignancies where the compounds have the general formula I: I wherein X
1
, X
2
, Y, Z
1
, Z
2
, Z
3
, Z
4
, R
1
, R
2
, R
3
, R
3
′, R
4
, R
4
′, R
5
, R
6
, R
6
′ and R
9
are as described herein.
US9249140B2
申请人:——
公开号:US9249140B2
公开(公告)日:2016-02-02
[EN] NOVEL COMPOUND AND ORGANIC LIGHT-EMITTING ELEMENT COMPRISING SAME<br/>[FR] NOUVEAU COMPOSÉ ET ÉLÉMENT ÉLECTROLUMINESCENT ORGANIQUE LE COMPRENANT<br/>[KO] 신규한 화합물 및 이를 이용한 유기 발광 소자