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Method for performing C(sp3)-H functionalization cyclization reaction under photooxidation reduction catalytic system

A catalytic system, a technology of functional grouping, applied in chemical instruments and methods, organic chemistry, preparation of organic compounds, etc., can solve the problems of limited application and many organic side reactions, and achieve the effect of simple operation, low cost and environmental friendliness

Inactive Publication Date: 2018-10-09
安徽古尔特科技有限公司
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  • Abstract
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Problems solved by technology

Most organic molecules can absorb ultraviolet light, but there is very little ultraviolet light that can be used in organic photochemistry in sunlight, and the high investment required for ultraviolet light reactors further limits its application in industrial production and experiments, plus Under high-energy ultraviolet radiation, there are many organic side reactions and other shortcomings, so organic photochemistry is developing under the premise of visible light.

Method used

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  • Method for performing C(sp3)-H functionalization cyclization reaction under photooxidation reduction catalytic system
  • Method for performing C(sp3)-H functionalization cyclization reaction under photooxidation reduction catalytic system
  • Method for performing C(sp3)-H functionalization cyclization reaction under photooxidation reduction catalytic system

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Embodiment 11

[0037]

[0038] Using p-chlorobenzenesulfonyl chloride as the free radical donor, the rest of the operations were the same as in Example 1, and the yield of the target product I-2 was 76%.

Embodiment 12

[0040]

[0041] Using p-cyanobenzenesulfonyl chloride as the free radical donor, the rest of the operations were the same as in Example 1, and the yield of the target product I-3 was 84%.

Embodiment 13

[0043]

[0044] Using benzenesulfonyl chloride as the free radical donor, the remaining operations were the same as in Example 1, and the yield of the target product I-4 was 61%.

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Abstract

The invention discloses a method for performing C(sp3)-H functionalization cyclization reaction under a photooxidation reduction catalytic system. Under the photooxidation reduction catalytic system,aryl sulfonyl chloride as shown in a formula III which serves as a free radical donor and a 2-alkyl-2-propargyl malonate compound as shown in a formula II are subjected to oxidation quenching circulation mechanism to synthesize a series of five-memberred ring compounds as shown in a formula I. (The formulas are as shown in the description).

Description

technical field [0001] The application belongs to the field of organic synthesis, and specifically relates to a C(sp3)-H functional group cyclization reaction method under a photoredox catalysis system. Background technique [0002] Organic photochemistry refers to organic reactions under ultraviolet or visible light conditions. Compared with conventional synthesis methods, organic photochemical synthesis is environmentally friendly and sustainable, so it has broad development prospects. The most promising and most challenging topic in today's scientific development is how to use sunlight energy more effectively. It has been known that ultraviolet light has short wavelength and high energy. Most organic molecules can absorb ultraviolet light, but there is very little ultraviolet light that can be used in organic photochemistry in sunlight, and the high investment required for ultraviolet light reactors further limits its application in industrial production and experiments,...

Claims

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Application Information

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IPC IPC(8): C07C205/55C07C201/12C07C69/753C07C67/343C07C255/57C07C253/30
CPCC07C67/343C07C201/12C07C253/30C07C2601/10C07C205/55C07C69/753C07C255/57
Inventor 黄胜徐晓莉
Owner 安徽古尔特科技有限公司
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