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Synthesis and reaction of organic compounds with a nitrogen atom. Part XII. Reaction of aplha- and beta-pyronene with bis (p-toluenesulfonyl)selenodiimide

100%

Ścianowski J. , Uzarewicz A.

1998

tom Vol. 72, nr 1

93-98

Toluenesulfonamidation of alpha-pyronene (1,5,5,6-tetramethyl-1,3-cyclohexadiene) afforded two toluenesulfonamides: N,N'-(1',5',5',6'-tetramethyl-3'-cyclohexan-1',2'-diyl)ditoluenesulfonamide (9) and 4-methyl-N-(4',5',6',6'-tetramethyl-2',4'-cyclohexadien-1'-yl)benzensulfonamide (12). Toluenesulfonamidation of beta-pyronene (1,2,6,6-tetramethyl-1,3-cyclohexadiene) gave N,N'-(3',4',5',5'-tetramethyl-3'-cyclohexen-1',2'-diyl)ditoluenesulfonamide (16). Allylic mono- and ditoluenesulfonamides 9, 12, 16, were reduced by sodium in liquid ammonia to corresponding allylic mono- and diamines 17, 18 i 19.

Syntheses and Reactions of Allyl Phenylselenides. A Convenient Method of the Allyl Methylcarbamates Synthesis

100%

Ścianowski J. , Tafelska-Kaczmarek A.

2007

tom Vol. 81, nr 4

529-534

Allyl phenylselenides from terpene systems are convenient precursors for the synthesis of the terpene allyl alcohols and allyl methylcarbamates. Using optically active allyl phenylselenides corresponding optically active oxygen and nitrogen derivatives were obtained. A new one-step method of the allyl methylcarbamates synthesis from allyl phenylselenides was described.

Synthesis and Reactions of Organic Compounds with a Nitrogen Atom : Part XVI. Reactions of (-)-4Chloro-3(10)-carene and (+)-10-Chloro-3-carene with Phenyltelluro- and Phenylselenosodium

80%

Uzarewicz A. , Ścianowski J. , Bąkowska-Janiszewska J.

2000

tom Vol. 74, nr 8

1079-1083

Reaction of allylic alcohols with aliphatic alcohols in the presence of cerium(III) chloride. Part II

80%

Uzarewicz A. , Dresler R. , Ścianowski J.

1998

tom Vol. 72, nr 4

710-718

The reaction of selected allylic alcohols with methanol, ethanol, n-propanol, isopropanol and tert-butanol in the presence of catalytic amounts of cerium(III) chloride are described. Allylic alkyl ethers, bis-allylic ethers and 1,3-dienes were obtained depending on the structure of the reacting alcohols .

Synthesis and Reactions of Organic Compounds with a Nitrogen Atom : Part XV : Reactions of (+)-3-Chloro-2(10)-pinene and (-)-10-Chloro-2-pinene with Phenyltelluro- and Phenylselenosodium

80%

Uzarewicz A. , Ścianowski J. , Bąkowska-Janiszewska J.

1999

tom Vol. 73, nr 11

1791-1796

Reaction of (+)-3-Carene and (+)-2-Carene with t-Butyl Hypochlorite or N-Chlorsuccinimide in the Presence of Free Radical Catalysts

80%

Uzarewicz A. , Ścianowski J. , Bąkowska-Janiszewska J.

2000

tom Vol. 74, nr 6

777-783

Allylic chlorination of (+)-3carene (1) gave (-)-trans-4-chloro-3(10)-carene (2), (+)-10-chloro-carene (4) and 3,4-dichlorocarene (5). Chlorination was done by two methods: with t-butyl hypochlorite or N-chlorsuccinimide in the presence of catalytic amount of alpha, alpha'-azobisisobutylonitrile or benzoyl peroxide, UV irradiation and silica gel. Chlorination of (+)-2-carene (7) using these methods gave p-cymene (8), 1-isopropylene-4-methylbenzene (9) and dipentene (10).