Direct microwave synthesis of N,N′-diacylhydrazines and boc-protected hydrazides by in situ carbonylations under air

被引：33

作者：

Herrero, MA ^{[1
]}

Wannberg, J ^{[1
]}

Larhed, M ^{[1
]}

机构：

[1] Univ Uppsala, Dept Med Chem, S-75123 Uppsala, Sweden

来源：

SYNLETT | 2004年 / 13期

关键词：

microwave; carbonylation; molybdenum hexacarbonyl; hydrazide; fluorous;

D O I：

10.1055/s-2004-832837

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Palladium-catalyzed hydrazidocarbonylations of aryl iodides and bromides were performed by controlled microwave irradiation, employing Mo(CO)(6) as a convenient CO source. A fluorous phosphine ligand was succesfully used to recycle the catalytic system. Finally, dehydration of a diacylhydrazine to the corresponding 1,3,4-oxadiazole was achieved with POCl3 in a one-pot procedure.

引用

页码：2335 / 2338

页数：4

共 50 条

[31] Direct Synthesis of Enolizable N-Sulfonyl Ketimines Under Microwave Irradiation
Ortiz, Pablo
Collados, Juan F.
Harutyunyan, Syuzanna R.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (07) : 1247 - 1250
[32] A PRACTICAL SYNTHESIS OF GEOMETRICALLY PURE N-BOC-PROTECTED PRIMARY ALLYLIC AMINES
VANBENTHEM, RATM
MICHELS, JJ
HIEMSTRA, H
SPECKAMP, WN
SYNLETT, 1994, (05) : 368 - 370
[33] Organocatalytic, Asymmetric Synthesis of 3-Sulfenylated N-Boc-Protected Oxindoles
Wang, Chuan
Yang, Xuena
Loh, Charles C. J.
Raabe, Gerhard
Enders, Dieter
CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (37) : 11531 - 11535
[34] Palladium-catalyzed oxidation of Boc-protected N-methylamines with IOAc as the oxidant:: A Boc-directed sp3 C-H bond activation
Wang, Dong-Hui
Hao, Xue-Shi
Wu, Di-Fu
Yu, Jin-Quan
ORGANIC LETTERS, 2006, 8 (15) : 3387 - 3390
[35] Low-cost and multi-gram scale synthesis of chiral Nβ-Boc protected α-Nα-hydrazino diesters
Abdellatif, Mohamed Mehawed
Acherar, Samir
TETRAHEDRON LETTERS, 2017, 58 (12) : 1216 - 1218
[36] Synthesis of N-Boc-C1 Vinyl Tetrahydroisoquinoline via Zn-Mediated Intramolecular Cyclization of N-Boc Protected Iodo Acetonide
Sawant, Rajiv T.
Waghmode, Suresh B.
SYNTHETIC COMMUNICATIONS, 2011, 41 (16) : 2385 - 2391
[37] Direct Amidation of N-Boc- and N-Cbz-Protected Amines via Rhodium-Catalyzed Coupling of Arylboroxines and Carbamates
Lim, Diane S. W.
Lew, Tedrick T. S.
Zhang, Yugen
ORGANIC LETTERS, 2015, 17 (24) : 6054 - 6057
[38] A facile synthesis of N-Boc-protected pyrroles by cyclodehydration of γ-amino-α,β-enals and -enones
Paulus, O
Alcaraz, G
Vaultier, M
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2002, 2002 (15) : 2565 - 2572
[39] Synthesis and characterization of N-t-BOC protected pyrrole-sulfur oligomers and polymers
Groenendaal, L
Pieterse, K
Vekemans, JAJM
Meijer, EW
SYNTHETIC COMMUNICATIONS, 1997, 27 (02) : 257 - 266
[40] RESOLUTIONS AND AN ATTEMPTED PARTIAL ASYMMETRIC SYNTHESIS IN PAPAIN-CATALYZED SYNTHESES OF N-ALPHA,N-BETA-DIACYLHYDRAZINES FROM HYDRAZIDES AND ACYLATED AMINO ACIDS
ABERNETHY, JL
KIENTZ, M
JOHNSON, R
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (15) : 3944 - 3948

← 1 2 3 4 5 →