Facile and innovative catalytic protocol for intramolecular Friedel-Crafts cyclization of Morita-Baylis-Hillman adducts: Synergistic combination of chiral (salen)chromium(III)/BF3•OEt2 catalysis

被引：2

作者：

Soundararajan, Karthikeyan ^{[1
]}

Jeyarajan, Helen Ratna Monica ^{[1
]}

Kamarajapurathu, Raju Subimol ^{[2
]}

Ayyanoth, Karthik Krishna Kumar ^{[1
]}

机构：

[1] Amer Coll, Organ & Mat Chem Res Lab, Madurai, Tamil Nadu, India

[2] Fatima Coll, Dept Chem, Madurai, Tamil Nadu, India

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 17卷

关键词：

boron trifluoride etherate; chiral (salen)chromium(III); intramolecular Friedel-Crafts cyclization; Morita-Baylis-Hillman adducts; substituted-1H-indenes; C-BOND FORMATION; 3+2 CYCLOADDITION; INDENE; COMPLEX; LIGAND;

D O I：

10.3762/bjoc.17.140

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The chiral (salen)Cr(III)/BF3 center dot OEt2 catalytic combination was found to be an effective catalyst for intramolecular Friedel-Crafts cyclization of electron-deficient Morita-Baylis-Hillman adducts. In presence of mild reaction conditions the chiral (salen)Cr(III)/BF3 center dot OEt2 complex affords 2-substituted-1H-indenes from unique substrates of Morita-Baylis-Hillman adducts via an easy operating practical procedure.

引用

页码：2186 / 2193

页数：8

共 3 条

[1] Facile Synthesis of Benzocyclohepta[1,2-c]pyrazoles Starting from Morita-Baylis-Hillman Adducts Via an Intramolecular Friedel-Crafts Alkenylation
Yu, Jin
Lee, Sangku
Moon, Hye Ran
Kim, Jae Nyoung
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2015, 36 (07) : 1900 - 1903
[2] Microwave-Assisted Regioselective Friedel-Crafts Arylation by BF3 . OEt2: A Facile Synthetic Access to 3-Substituted-3-Propargyl Oxindole Scaffolds
Laxmikeshav, Kritika
Sakla, Akash P.
Rasane, Sai
John, Stephy Elza
Shankaraiah, Nagula
CHEMISTRYSELECT, 2020, 5 (23): : 7004 - 7012
[3] First construction of 12H-thiochromeno[2,3-b]quinolines and 5H-benzo[7,8] thiocino-[2,3-b]quinolines via intramolecular Friedel-Crafts reaction of Morita-Baylis-Hillman adducts
Zhong, Weihui
Ma, Wang
Liu, Yanbin
TETRAHEDRON, 2011, 67 (19) : 3509 - 3518

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