Acid-Catalyzed Hydrolysis and Intramolecular Cyclization of N-Cyano Sulfoximines for the Synthesis of Thiadiazine 1-Oxides

Mass Spectra ◽

Acid-catalyzed intramolecular cyclization of 6,7-dihydroxy-3α,5-cyclo-6,7-seco-5α-androstan-17-one (VII), 5,7-dihydroxy-3,5-methylene-5,7-secoandrostan-17-one and 5,7-dihydroxy-3β,5-cyclo-5,7-seco-A-homo-5β-androstan-17-one (XIII) in benzene and dioxane was investigated. The main cyclization products were 3,5-methylene-6-oxaandrostan-17-one (I) and/or 3β,5-cyclo-6-oxa-A-homo-5β-androstan-17-one (VIII). In the case of VI and VII the ratio of I and VIII was solvent-dependent: in benzene more VIII was formed than in dioxane. The mass spectra of I and VIII were almost identical and corresponded to the structure VIII.

Intramolecular cyclization of N-phenylanthranilic acid catalyzed by MCM-41 with different pore diameters

Research on Chemical Intermediates ◽

10.1007/s11164-015-2017-2 ◽

2015 ◽

Vol 41 (12) ◽

pp. 10125-10135 ◽

Cited By ~ 1

Author(s):

Shangyou Xiao ◽

Guang Xu ◽

Gang Chen ◽

Xiaojing Mu ◽

Zhitao Chen ◽

...

Keyword(s):

Acid Catalyzed ◽

Mcm 41

ChemInform Abstract: ACID-CATALYZED INTRAMOLECULAR CYCLIZATION OF GERANYL HYDROQUINONE DERIVATIVES FROM CORDIA ALLIODORA. X-RAY CRYSTAL AND MOLECULAR STRUCTURE OF 1,2,3,3A,4,9,10,10A-OCTAHYDRO-5,8-DIMETHOXY-3,10-DIMETHYL-3A,9-EPOXYBENZ(F)AZULENE

Chemischer Informationsdienst ◽

10.1002/chin.198143194 ◽

1981 ◽

Vol 12 (43) ◽

Author(s):

G. D. MANNERS ◽

R. Y. WONG

Keyword(s):

Molecular Structure ◽

Crystal And Molecular Structure ◽

Cordia Alliodora ◽

X Ray ◽

Enantioselective Synthesis of α,α-Disubstituted Lactones via a Chiral Brønsted Acid Catalyzed Intramolecular Cyclization

Organic Syntheses ◽

10.1002/0471264229.os093.07 ◽

2017 ◽

pp. 75-87 ◽

Cited By ~ 1

Author(s):

Jennifer E. Wilent ◽

Ghassan Qabaja ◽

Kimberly S. Petersen

Keyword(s):

Enantioselective Synthesis ◽

Bronsted Acid ◽

Brønsted Acid ◽

Brönsted Acid ◽

Acid Catalyzed ◽

Chiral Bronsted Acid

Enantioselective Synthesis of α,α-Disubstituted Lactones via a Chiral Brønsted Acid Catalyzed Intramolecular Cyclization

Organic Syntheses ◽

10.15227/orgsyn.093.0075 ◽

2016 ◽

Vol 93 ◽

pp. 75-87 ◽

Cited By ~ 2

Author(s):

Jennifer Wilent

Keyword(s):

Enantioselective Synthesis ◽

Bronsted Acid ◽

Brønsted Acid ◽

Brönsted Acid ◽

Acid Catalyzed ◽

Chiral Bronsted Acid

Acid-catalyzed intramolecular cyclization of N-(4,4-diethoxybutyl)sulfonamides as a novel approach to the 1-sulfonyl-2-arylpyrrolidines

Synthetic Communications ◽

10.1080/00397911.2016.1249288 ◽

2016 ◽

Vol 47 (1) ◽

pp. 44-52 ◽

Cited By ~ 8

Author(s):

Almir S. Gazizov ◽

Andrey V. Smolobochkin ◽

Ekaterina A. Anikina ◽

Julia K. Voronina ◽

Alexander R. Burilov ◽

...

Keyword(s):

Novel Approach ◽

ChemInform Abstract: Theoretical Studies of 5-exo Selective Intramolecular Cyclization of o-Alkynylbenzoic Acid Catalyzed by Organic Base.

ChemInform ◽

10.1002/chin.200828028 ◽

2008 ◽

Vol 39 (28) ◽

Author(s):

Masahiro Terada ◽

Chikashi Kanazawa ◽

Masahiro Yamanaka

Keyword(s):

Theoretical Studies ◽

Organic Base ◽

Brønsted acid-catalyzed synthesis of carbazoles from 2-substituted indoles

Organic Chemistry Frontiers ◽

10.1039/c4qo00242c ◽

2014 ◽

Vol 1 (10) ◽

pp. 1197-1200 ◽

Cited By ~ 7

Author(s):

Qingjiang Li ◽

Xiao-Shui Peng ◽

Henry N. C. Wong

Keyword(s):

Sonogashira Coupling ◽

Terminal Alkynes ◽

Bronsted Acid ◽

Brønsted Acid ◽

Efficient Approach ◽

Brönsted Acid ◽

A simple and efficient approach for the synthesis of disubstituted carbazoles has been developed from o-haloanilines and terminal alkynes using a two-step strategy, namely, Sonogashira coupling and intramolecular cyclization.