Tetrahedron Letters

Facile synthetic methods of acetals and crown ethers from the reaction of diphenyldiazomethane with 2, 3-dichloro-5, 6-dicyanobenzoquinone in the presence of …

T Oshima, R Nishioka, T Nagai

Index: Oshima, Takumi; Nishioka, Ryoji; Nagai, Toshikazu Tetrahedron Letters, 1980 , vol. 21, p. 3919 - 3922

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Citation Number: 12

Abstract

Abstract The reaction of diphenyldiazomethane with 2, 3-dichloro-5, 6-dicyano- benzoquinone in the presence of alcohols and thiols gave the corresponding benzophenone acetals and thioacetals at 20–25 C in 1, 2-dichloro-ethane. The mechanism of the reaction will be discussed.

 Related Synthetic Route
1,2-Benzenediol Structure

120-80-9

1,2-Benzenediol

N/A Structure

908093-98-1

N/A

~%

2,2-diphenylbenzo[1,3]dioxole Structure

4436-20-8

2,2-diphenylben...

Propylene Glycol Structure

57-55-6

Propylene Glycol

N/A Structure

908093-98-1

N/A

~73%

4-methyl-2,2-diphenyl-1,3-dioxolane Structure

77130-19-9

4-methyl-2,2-di...

1,3-Propanedithiol Structure

109-80-8

1,3-Propanedithiol

N/A Structure

908093-98-1

N/A

~54%

2,2-diphenyl-1,3-dithiane Structure

10359-08-7

2,2-diphenyl-1,...

1,4-Butanediol Structure

110-63-4

1,4-Butanediol

N/A Structure

908093-98-1

N/A

~73%

2,2-diphenyl-1,3-dioxepane Structure

77130-20-2

2,2-diphenyl-1,...

Thiophenol Structure

108-98-5

Thiophenol

N/A Structure

908093-98-1

N/A

~%

[diphenyl(phenylsulfanyl)methyl]sulfanylbenzene Structure

21122-23-6

[diphenyl(pheny...

Ethylene glycol Structure

107-21-1

Ethylene glycol

N/A Structure

908093-98-1

N/A

~78%

1,3-Dioxolane,2,2-diphenyl- Structure

4359-34-6

1,3-Dioxolane,2...


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