✦ LIBER ✦

Versatile synthesis of (Z)-1-alkylidene-1,3-dihydroisobenzofurans and 1H-isochromenes by palladium-catalyzed cycloisomerization of 2-alkynylbenzyl alcohols

✍ Scribed by Bartolo Gabriele; Giuseppe Salerno; Alessia Fazio; Rosina Pittelli

Publisher: Elsevier Science
Year: 2003
Tongue: French
Weight: 212 KB
Volume: 59
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(03)01019-6

No coin nor oath required. For personal study only.

✦ Synopsis

An easy synthesis of (Z)-1-alkylidene-1,3-dihydroisobenzofurans and 1H-isochromenes by palladium-catalyzed cycloisomerization of readily available 2-alkynylbenzyl alcohols under neutral conditions is reported. Reactions were carried out at 70 -1008C in the presence of catalytic amounts (1 -2%) of PdI 2 in conjunction with 2 equiv. of KI for 1.5-24 h. The preference towards the 5-exo-dig cyclization mode (leading to 1,3-dihydroisobenzofurans) or the 6-endo-dig cyclization mode (leading to isochromenes) turned out to be dependent on the substitution pattern of the substrate as well as reaction conditions. In several cases, by properly adjusting the reaction conditions, the same substrate could be selectively converted into either the dihydroisobenzofuran or the 1H-isochromene derivative.

📜 SIMILAR VOLUMES

Versatile Synthesis of (Z)-1-Alkylidene-

Versatile Synthesis of (Z)-1-Alkylidene-1,3-dihydroisobenzofurans and 1H-Isochromenes by Palladium-Catalyzed Cycloisomerization of 2-Alkynylbenzyl Alcohols.

✍ Bartolo Gabriele; Giuseppe Salerno; Alessia Fazio; Rosina Pittelli 📂 Article 📅 2003 🏛 John Wiley and Sons ⚖ 181 KB 👁 2 views

ChemInform Abstract: A Simple and Mild S

ChemInform Abstract: A Simple and Mild Synthesis of 1H-Isochromenes and (Z)-1-Alkylidene-1,3-dihydroisobenzofurans by the Iodocyclization of 2-(1-Alkynyl)benzylic Alcohols.

✍ Raffaella Mancuso; Saurabh Mehta; Bartolo Gabriele; Giuseppe Salerno; William S. 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 51 KB 👁 1 views

Synthesis of 1-(Alkoxycarbonyl)methylene

Synthesis of 1-(Alkoxycarbonyl)methylene-1,3-dihydroisobenzofurans and 4-(Alkoxycarbonyl)benzo[c]pyrans by Palladium-Catalyzed Oxidative Carbonylation of 2-Alkynylbenzyl Alcohols, 2-Alkynylbenzaldehydes and 2-Alkynylphenyl Ketones.

✍ Alessia Bacchi; Mirco Costa; Nicola Della Ca; Marcella Fabbricatore; Alessia Faz 📂 Article 📅 2004 🏛 John Wiley and Sons ⚖ 261 KB 👁 1 views

## Abstract For Abstract see ChemInform Abstract in Full Text.

Synthesis of 1-(Alkoxycarbonyl)methylene

Synthesis of 1-(Alkoxycarbonyl)methylene-1,3-dihydroisobenzofurans and 4-(Alkoxycarbonyl)benzo[c]pyrans by Palladium-Catalysed Oxidative Carbonylation of 2-Alkynylbenzyl Alcohols, 2-Alkynylbenzaldehydes and 2-Alkynylphenyl Ketones

✍ Alessia Bacchi; Mirco Costa; Nicola Della Cà; Marcella Fabbricatore; Alessia Faz 📂 Article 📅 2004 🏛 John Wiley and Sons 🌐 English ⚖ 221 KB 👁 1 views

ChemInform Abstract: Copper(II)-Catalyze

ChemInform Abstract: Copper(II)-Catalyzed Asymmetric Henry Reaction of o-Alkynylbenzaldehydes Followed by Gold(I)-Mediated Cycloisomerization: An Enantioselective Route to Chiral 1H-Isochromenes and 1,3-Dihydroisobenzofurans.

✍ Dengfu Lu; Yirong Zhou; Yajun Li; Shaobai Yan; Yuefa Gong 📂 Article 📅 2012 🏛 John Wiley and Sons ⚖ 16 KB 👁 1 views

ChemInform Abstract: A Highly Efficient

ChemInform Abstract: A Highly Efficient Synthesis of 1-Alkylidene-1,3-dihydroisobenzofurans and 3-Alkylidene Isobenzofuran-1(3H)-ones (Phthalides) Through Palladium—Copper Catalysis Using Acetylenic Carbinols as Synthons.

✍ M. Wahab Khan; Nitya G. Kundu 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 30 KB 👁 1 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v